A liquid 1,1-dicarbonyl substituted 1-alkene prepolymer is formed by reacting a multifunctional 1,1-dicarbonyl substituted-1-alkene and a polythiol or monothiol at a ratio of thiols/carbon-carbon double bonds of 0.001 to 0.5 in the presence of 0.1 parts per million (ppm) to 100 ppm by weight of strong acid, polythiol/monothiol and 1,1-dicarbonyl substituted-1-alkene. Further ingredients, such as other monomers, fillers, and rheological modifiers may be added to form polymerizable compositions. The prepolymer or polymerizable compositions may be addition polymerized to form polymer articles.
C08G 75/045 - Polythioethers from mercapto compounds or metallic derivatives thereof from mercapto compounds and unsaturated compounds
C07C 323/52 - Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
C07C 319/18 - Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by addition of thiols to unsaturated compounds
2.
RADIATION CURED COPOLYMERS OF DICARBONYL SUBSTITUTED-L-ALKENES AND ELECTRON RICH COMONOMERS
A radiation curable composition that is useful for making layered copolymer articles is comprised of a 1,1-dicarbonyl alkene monomer, a comonomer comprised of an electron rich double bond and a photoinitiator. The curable composition may be used in additive manufacturing methods to make layered articles, which may have varying chemistries and properties between layers and within layers.
C09D 167/00 - Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chainCoating compositions based on derivatives of such polymers
C09D 167/08 - Polyesters modified with higher fatty oils or their acids, or with natural resins or resin acids
C08F 222/14 - Esters having no free carboxylic acid groups
C09D 4/06 - Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups
C09D 4/00 - Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond
3.
COPOLYMERS OF DICARBONYL SUBSTITUTED-1-ALKENE AND OLEFINS AND METHODS TO MAKE THEM
A copolymer is formed by contacting an olefin and a 1,1-dicarbonyl substituted alkene and reacting the olefin and 1,1-dicarbonyl substituted alkene under a pressure greater than atmospheric pressure in the presence of a free radical initiator. The copolymer may be useful for packaging films and may be used in the absence of compatibilizers in combination with other plastics such as in laminate structures (films having at least two layers). The polymers may also improve the recyclability and biodegradability of polyolefins such as polyethylene and polypropylene.
This disclosure relates to compositions containing 1,1-disubstituted activated alkenes, methods for using the compositions for additive manufacturing and articles prepared from the process.
B33Y 70/00 - Materials specially adapted for additive manufacturing
C09D 4/00 - Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond
01 - Chemical and biological materials for industrial, scientific and agricultural use
Goods & Services
Reactive monomers with one vinyl group used as chemical
intermediates to form new chemicals, polymerizable
compositions, and formulation ingredients in adhesives,
coatings, sealants, composites and inks.
01 - Chemical and biological materials for industrial, scientific and agricultural use
Goods & Services
Reactive monomers and reactive oligomers with two or more
vinyl groups used as chemical intermediates to form new
chemicals, polymerizable compositions, crosslinkers to form
crosslinked polymers, and formulation ingredients in
adhesives, coatings, sealants, composites and inks.
01 - Chemical and biological materials for industrial, scientific and agricultural use
Goods & Services
(1) Reactive monomers and reactive oligomers with two or more vinyl groups used as chemical intermediates to form new chemicals, polymerizable compositions, crosslinkers to form crosslinked polymers, and formulation ingredients in adhesives, coatings, sealants, composites and inks.
8.
PARTICLES ENCAPSULATED WITH DICARBONYL-SUBSTITUTED-1- ALKENES
Disclosed are compositions comprising particles encapsulated with 1,1-diester-1-alkene compounds and methods for preparing these compositions. Further disclosed are coatings containing the compositions and methods for using the compositions as coatings.
An electronics composition includes a curable matrix material and, optionally, a filler material disposed within the matrix material. The cured matrix material includes an oligomer or polymer material derived from a compound selected from a methylene malonate monomer, a multifunctional methylene monomer, a methylene beta ketoester monomer, a methylene beta diketone monomer, or a mixture thereof.
A coating method and system is provided. The system includes a substrate having an initiator for anionic polymerization and a polymerizable composition. The polymerizable composition comprises a multifunctional 1,1 -disubstituted alkene macromer that polymerizes to form a coating on the substrate.
C09D 133/06 - Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
C09D 163/00 - Coating compositions based on epoxy resinsCoating compositions based on derivatives of epoxy resins
11.
EMULSION POLYMERS OF 1,1-DICARBONYL 1-ALKENES OF CONTROLLED PARTICLE SIZE
Disclosed are emulsion polymers of 1,1-dicarbonyl-1-alkenes having a weight average molecular weight (g/mol) of between about 3,000 and about 1,000,000 and a particle size distribution of between about 10 nm and about 700 nm. Also disclosed are processes for making emulsion polymers of 1,1-dicarbonyl-1-alkenes having a weight average molecular weight (g/mol) of between about 3,000 and about 1,000,000 and a particle size distribution of between about 10 nm and about 700 nm. The processes include the steps of adding 1,1, dicarbonyl 1-alkenes to a mixture of water and surfactant with a shear force or sonication with shear force or sonication.
C08F 2/30 - Emulsion polymerisation with the aid of emulsifying agents non-ionic
C08F 122/14 - Esters having no free carboxylic acid groups
C08F 220/18 - Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
C08F 222/14 - Esters having no free carboxylic acid groups
C08F 265/06 - Polymerisation of acrylate or methacrylate esters on to polymers thereof
C09D 4/06 - Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups
Disclosed are emulsion polymers of 1,1-dicarbonyl-1-alkenes having a weight average molecular weight (g/mol) of between about 3,000 and about 1,000,000 and a particle size distribution of between about 10 nm and about 700 nm. Also disclosed are processes for making emulsion polymers of 1,1-dicarbonyl-1-alkenes having a weight average molecular weight (g/mol) of between about 3,000 and about 1,000,000 and a particle size distribution of between about 10 nm and about 700 nm. The processes include the steps of adding 1,1, dicarbonyl 1-alkenes to a mixture of water and surfactant with a shear force or sonication with shear force or sonication.
C08F 222/14 - Esters having no free carboxylic acid groups
C08F 293/00 - Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule
13.
HETEROGENEOUS CATALYTIC TRANSESTERIFICATION OF ESTER COMPOUNDS WITH GROUPS REACTIVE UNDER TRANSESTERIFICATION CONDITIONS
Disclosed are methods for the heterogeneous catalytic transesterification of compounds having one or more ester groups and groups reactive under transesterification conditions, such as 1,1-disubstituted alkene compounds, with alcohols or esters and novel compositions prepared therefrom. Further disclosed are novel compounds and compositions prepared as a result of the methods.
The disclosure relates to polymers including one or more 1,1-disubstitued alkene monomers. By employing a plurality of monomers and/or tailored chain structure, polymers having improved combinations of properties are achieved. The polymer may be a copolymer, preferably including two or more 1,1-disubstituted alkene monomers. The polymer may be a homopolymer having a tailored chain structure.
C08F 267/06 - Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated polycarboxylic acids or derivatives thereof as defined in group on to polymers of esters
C08F 293/00 - Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule
C08J 3/07 - Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media from polymer solutions
B01J 19/10 - Processes employing the direct application of electric or wave energy, or particle radiationApparatus therefor employing sonic or ultrasonic vibrations
B01J 19/18 - Stationary reactors having moving elements inside
01 - Chemical and biological materials for industrial, scientific and agricultural use
Goods & Services
reactive monomers and reactive oligomers with two or more vinyl groups used as chemical intermediates to form new chemicals, polymerizable compositions, crosslinkers to form crosslinked polymers, and formulation ingredients in adhesives, coatings, sealants, composites and inks
01 - Chemical and biological materials for industrial, scientific and agricultural use
Goods & Services
reactive monomers with one vinyl group used as chemical intermediates to form new chemicals, polymerizable compositions, and formulation ingredients in adhesives, coatings, sealants, composites and inks
17.
EMULSION POLYMERS CROSSLINKED WITH COMPOUNDS CONTAINING TWO OR MORE DICARBONYL-SUBSTITUTED 1 ALKENE UNITS
Disclosed are novel compositions comprising emulsion polymers crosslinked by compounds containing the residue of at least two 1,1-diester-1-alkene compounds and methods for preparing these compositions. Further disclosed are coatings containing the compositions and methods for using the compositions as coatings.
Disclosed is a composition including a carbonyl-substituted alkene including a dicarbonyl compound having an alkylene group between the carbonyl groups. At least one carbonyl group of the dicarbonyl compound includes an amide group. Another carbonyl group may be a keto group or carbonyl group including an amide group. The composition may include methylene keto malonamides and methylene dimalonamides. Also disclosed are polymers containing these compositions. These polymers may be a copolymer formed with the composition and another 1,1-disubstituted alkene. The polymers may contain multi-functional monomers and/or crosslinkers. The present teachings disclose combining, to form a mixture, a dicarbonyl compound having an alkylene group between the carbonyl groups, formalin or a formaldehyde precursor, and an acid catalyst. The process may form methylene dimalonamides, methylene keto malonamides, for example.
C07C 231/12 - Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
C07C 235/80 - Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atoms of the carboxamide groups bound to acyclic carbon atoms having carbon atoms of carboxamide groups and keto groups bound to the same carbon atom, e.g. acetoacetamides
C07C 233/09 - Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to carbon atoms of an acyclic unsaturated carbon skeleton
19.
INITIATED CHEMICAL VAPOR DEPOSITION OF 1,1 DISUBSTITUTED ALKENE COMPOUNDS
A method of coating a substrate using an initiated chemical vapor deposition process is disclosed. The process includes vaporizing a reactive monomer and introducing a polymerization initiator to the reactive monomer. The reactive monomer deposits on a substrate to form a polymeric film. The reactive monomer can be a 1,1-di substituted alkene monomer. Similar systems to coat a substrate are also disclosed.
The present teachings disclose contacting an amine salt catalyst with a dicarbonyl compound having an alkylene group between the carbonyl group; adding formaldehyde, paraformaldehyde, or formalin in an amount of about 2:1 to about 3:1 moles of formaldehyde to moles of the dicarbonyl compound to form a mixture; and refluxing the mixture. The process forms a carbonyl-substituted alkene. The process may be performed in the absence of a solvent. The process may form methylene malonates, methylene dimalonates, methylene keto malonamides, methylene diketones, methylene keto esters, and the like.
C07C 67/333 - Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisationPreparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by change of size of the carbon skeleton
A method including forming a formulation by contacting one or more photoinitiators with a composition including one or more 1, 1-disubstituted alkene compounds having a purity of about 85 mole percent or more based on total weight of the 1, 1-disubsituted alkene compounds; and exposing the formulation to ultraviolet radiation for initiating free radical polymerization, anionic polymerization, or both, to cure the formulation to form a non-tacky surface. The teachings also contemplate a polymer prepared according to the methods as disclosed.
C08F 2/48 - Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
C09D 135/02 - Homopolymers or copolymers of esters
C09D 4/00 - Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond
B05D 3/06 - Pretreatment of surfaces to which liquids or other fluent materials are to be appliedAfter-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation
42 - Scientific, technological and industrial services, research and design
Goods & Services
Chemical research, development, formulation for others of new monomers and polymers used as ingredients in coatings, adhesives, sealants and composites thereof for high performance industrial applications
Disclosed are compositions comprising polyester macromers containing in one or more chains the residue of one or more diols and one or more diesters wherein the residue of the one or more diols and the one or more diesters alternate along the chain and a portion of the diesters are 1,1-diester-1-alkenes, and optionally one or more dihydrocarbyl dicarboxylates, and at least one terminal end comprises the residue of one of the 1,1-diester-1 alkenes and wherein one or more terminal ends may comprise the residue of one or more diols. The chains may contain the residue of the one or more diols and one or more diesters comprising one or more diesters 1,1-diester-1 alkenes and optionally one or more dihydrocarbyl dicarboxylates randomly disposed along the chains. Disclosed are methods of preparing the polyester macromers and incorporating them in a variety of polyester containing compositions such as coatings and films.
C08G 65/332 - Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides or esters thereof
C08F 299/02 - Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates
C08G 63/52 - Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
24.
POLYMER AND OTHER COMPOUNDS FUNCTIONALIZED WITH TERMINAL 1,1-DISUBSTITUTED ALKENE MONOMER(S) AND METHODS THEREOF
Functionalized compounds including residues of one or more 1,1-disubstituted alkene compounds. Preferably the functionalized compound includes the residue of two or more 1,1-disubstituted alkene compounds, which are spaced apart. The functionalized compound may be produced by a transesterification reaction. The functionalized compounds may be employed in a polymerizable composition and may be used to prepare new polymers, (for example by reacting the alkene group).
C08G 65/332 - Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides or esters thereof
C08G 63/47 - Polyesters chemically modified by esterification by unsaturated monocarboxylic acids or unsaturated monohydric alcohols or reactive derivatives thereof
C08C 19/28 - Reaction with compounds containing carbon-to-carbon unsaturated bonds
C08F 299/02 - Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates
C08F 299/06 - Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from polyurethanes
C08F 299/08 - Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from polysiloxanes
C08G 63/91 - Polymers modified by chemical after-treatment
25.
WATER ABSORBING OR WATER SOLUBLE POLYMERS, INTERMEDIATE COMPOUNDS, AND METHODS THEREOF
Disclosed are graft copolymers, compositions including graft copolymers, intermediate materials, and related methods, where the graft copolymer includes a first polymer component including a 1, 1-disubstituted-1-alkene compound (preferably a methylene malonate compound) and is grafted to a second component. The resulting graft copolymer may be hydrophilic or water soluble. The second component preferably is a hydrophilic component.
C08G 65/332 - Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides or esters thereof
C08F 299/02 - Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates
Compositions comprising a) one or more polyester macromers containing one or more chains of the residue of one or more diols and one or more diesters wherein the residue of the one or more diols and the one or more diesters alternate along the chain and a portion of the diesters are 1,1-diester-1-alkenes and at least one terminal end comprises the residue of one of the 1,1-diester-1 alkenes and wherein one or more terminal ends may comprise the residue of one or more diols; and b) one or more polymers having pendant Michael Addition donor groups. Disclosed are coating prepared from these compositions.
C08G 65/332 - Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides or esters thereof
C08F 299/02 - Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates
C08G 63/52 - Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
C08G 63/553 - Acids or hydroxy compounds containing cycloaliphatic rings, e.g. Diels-Alder adducts
C08G 63/676 - Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
C09D 167/02 - Polyesters derived from dicarboxylic acids and dihydroxy compounds
27.
HIGH PURITY 1,1-DICARBONYL SUBSTITUTED-1-ALKENES AND METHODS FOR THEIR PREPARATION
A composition comprising about 97 mole percent or greater of one or more 1, 1-dicarbonyl substituted-1-ethylenes and about 3 mole percent or less of one or more 1,1-dicarbonyl substituted-methanes. A process comprising: contacting in a fluid state one or more 1,1-dicarbonyl substituted-1,1 hydroxymethyl-methanes and greater than 200 ppm to about 1000 ppm of one or more strong acids based on the weight of the one or more 1,1-dicarbonyl substituted-1,1 hydroxymethyl-methanes with a zeolite catalyst at a temperature of about 180 °C to about 220 °C for a sufficient time to convert about 98 percent or greater of the one or more 1,1-dicarbonyl substituted-1,1 hydroxymethyl-methanes to one or more 1,1-dicarbonyl substituted-1-ethylenes.
C07C 67/333 - Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisationPreparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by change of size of the carbon skeleton
C07C 69/593 - Dicarboxylic acid esters having only one carbon-to-carbon double bond
Compositions comprising a) one or more polyester macromers containing one or more chains of the residue of one or more diols and one or more diesters wherein the residue of the one or more diols and the one or more diesters alternate along the chain and a portion of the diesters are 1,1-diester-1-alkenes and at least one terminal end comprises the residue of one of the 1,1-diester-1 alkenes and wherein one or more terminal ends may comprise the residue of one or more diols; and b) one or more polymers having pendant Michael Addition donor groups. Disclosed are coating prepared from these compositions.
The disclosure relates to compositions containing 1,1-disubstituted alkene compounds capable of preparing polymers having glass transition temperatures above room temperature. The present teaching also relates to polymers prepared 1,1-disubstituted alkene compounds which exhibit glass transition temperatures of 60 °C. The disclosure also relate to methods for enhancing the glass transition temperatures of polymers prepared from 1,1-disubstituted alkene compounds.
C08F 16/36 - Homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical by a ketonic radical
C07C 69/34 - Esters of acyclic saturated polycarboxylic acids having an esterified carboxyl group bound to an acyclic carbon atom
30.
ENCAPSULATED POLYMERIZATION INITIATORS, POLYMERIZATION SYSTEMS AND METHODS USING THE SAME
An encapsulated initiator particle includes one or more polymerization initiators encapsulated by a cured composition. The cured composition includes one or more 1,1-disubstituted alkene compounds. Polymerizable systems can include one or more encapsulated initiator particles and a polymerizable composition. The polymerizable composition can include one or more 1,1-disubstituted alkene compounds. Methods for forming an encapsulated initiator particle are also described herein.
A method of initiating polymerization of a composition formed of a 1, 1-disubstituted alkene compound includes contacting the composition with a substrate and passing an electrical charge through the composition. The composition can also be electrografted to the substrate or include conductive synergists.
Electropolymerizable compositions are disclosed. Certain electropolymerizable compositions include one or more 1,1-disubstituted alkene compounds and one or more conductive synergists. Other certain electropolymerizable compositions include one or more 1,1-disubstituted alkene compounds and one or more acid stabilizers and one or more free radical stabilizers.
C08G 63/48 - Polyesters chemically modified by esterification by unsaturated higher fatty oils or their acidsPolyesters chemically modified by esterification by resin acids
A polymerizable system includes a curable composition and one or more encapsulated initiator particles. The curable composition can include one or more 1,1-disubstituted alkene compounds and the encapsulated initiator particles can include one or more polymerization initiators encapsulated by a cured composition. The cured composition includes one or more 1,1-disubstituted alkene compounds.
C08F 16/36 - Homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical by a ketonic radical
34.
CATALYTIC TRANSESTERIFICATION OF ESTER COMPOUNDS WITH GROUPS REACTIVE UNDER TRANSESTERIFICATION CONDITIONS
Disclosed are methods for the catalytic transestenfication of compounds having one or more ester groups and groups reactive under transestenfication conditions, such as 1, 1-disubstituted alkene compounds, with alcohols or esters and novel compositions prepared therefrom. Further disclosed are novel compounds and compositions prepared as a result of the methods.
C09J 133/06 - Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
C07C 49/796 - Ketones containing a keto group bound to a six-membered aromatic ring having unsaturation outside an aromatic ring polycyclic
35.
Catalytic transesterification of ester compounds with groups reactive under transesterification conditions
Disclosed are methods for the catalytic transesterification of compounds having one or more ester groups and groups reactive under transesterification conditions, such as 1,1-disubstituted alkene compounds, with alcohols or esters and novel compositions prepared therefrom. Further disclosed are novel compounds and compositions prepared as a result of the methods.
C07C 67/02 - Preparation of carboxylic acid esters by interreacting ester groups, i.e. transesterification
C07C 69/604 - Polycarboxylic acid esters, the acid moiety containing more than two carboxyl groups
C07C 69/732 - Esters of carboxylic acids having esterified carboxyl groups bound to acyclic carbon atoms and having any of the groups OH, O-metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids of unsaturated hydroxy carboxylic acids
36.
Compositions containing 1,1-disubstituted alkene compounds for preparing polymers having enhanced glass transition temperatures
The disclosure relates to compositions containing 1,1-disubstituted alkene compounds capable of preparing polymers having glass transition temperatures above room temperature. The present teaching also relates to polymers prepared 1,1-disubstituted alkene compounds which exhibit glass transition temperatures of 60° C. The disclosure also relate to methods for enhancing the glass transition temperatures of polymers prepared from 1,1-disubstituted alkene compounds.
The present teachings show that it is possible to polymerize 1,1-disubstituted alkene compounds in an emulsion (for example using a water based carrier liquid), despite the possible reactions between the monomer and water. Polymerization of 1,1-disubstituted alkene compounds in an emulsion provides opportunities to better control the polymerization compared with bulk polymerization. The emulsion polymerization techniques can be employed for preparing homopolymers, copolymers (e.g., random copolymers), and block copolymers.
C08F 16/36 - Homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical by a ketonic radical
C08F 2/30 - Emulsion polymerisation with the aid of emulsifying agents non-ionic
C08F 22/14 - Esters having no free carboxylic acid groups
C08F 267/06 - Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated polycarboxylic acids or derivatives thereof as defined in group on to polymers of esters
C08J 3/07 - Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media from polymer solutions
B01J 19/10 - Processes employing the direct application of electric or wave energy, or particle radiationApparatus therefor employing sonic or ultrasonic vibrations
B01J 19/18 - Stationary reactors having moving elements inside
38.
EMULSION POLYMERS INCLUDING ONE OR MORE 1,1-DISUBSTITUTED ALKENE COMPOUNDS, EMULSION METHODS, AND POLYMER COMPOSITIONS
The present teachings show that it is possible to polymerize 1,1-disubstituted alkene compounds in an emulsion (for example using a water based carrier liquid), despite the possible reactions between the monomer and water. Polymerization of 1,1-disubstituted alkene compounds in an emulsion provides opportunities to better control the polymerization compared with bulk polymerization. The emulsion polymerization techniques can be employed for preparing homopolymers, copolymers (e.g., random copolymers), and block copolymers.
C08L 31/00 - Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid, or of a haloformic acidCompositions of derivatives of such polymers
39.
SOLUTION POLYMERS INCLUDING ONE OR MORE 1,1-DISUBSTITUTED ALKENE COMPOUNDS, SOLUTION POLYMERIZATION METHODS, AND POLYMER COMPOSITIONS
The present teachings show that it is possible to anionically polymerize 1,1-disubstituted alkene compounds in a solution (for example using one or more solvents), Polymerization of 1,1-disubstituted alkene compounds in an solution provides opportunities to better control the polymerization compared with bulk polymerization. The solution polymerization techniques can be employed for preparing homopolymers, copolymers (e.g., random copolymers), and block copolymers.
The disclosure relates to polymers including one or more 1,1-disubstituted alkene monomers. By employing a plurality of monomers and/or tailored chain structure, polymers having improved combinations of properties are achieved. The polymer may be a copolymer, preferably including two or more 1,1-disubstituted alkene monomers. The polymer may be a homopolymer having a tailored chain structure.
The present teachings are directed at 1,1-disubstituted alkene monomers (e.g., methylene beta-diketone monomers), methods for producing the same, and compositions and products formed therefrom. In the method for producing the monomer, a beta-diketone is preferably reacted with a source of formaldehyde in a modified Knoevenagel reaction optionally in the presence of an acidic or basic catalyst, and optionally in the presence of an acidic or non-acidic solvent, to form reaction complex. The reaction complex may be an oligomeric complex. The reaction complex is subjected to vaporization in order to isolate the monomer. The monomer(s) may be employed in compositions and products, including monomer-based products (e.g., inks, adhesives, coatings, sealants or reactive molding) and polymer-based products (e.g., fibers, films, sheets, medical polymers, composite polymers and surfactants).
C08L 27/12 - Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogenCompositions of derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
C08L 27/00 - Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogenCompositions of derivatives of such polymers
C07C 49/84 - Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
The present invention provides multifunctional monomers, including, but not limited to include multifunctional methylene malonate and methylene beta-ketoester monomers; methods for producing the same; and compositions and products formed therefrom. The multifunctional monomers of the invention may be produced by transesterification or by direct synthesis from monofunctional methylene malonate monomers or methylene beta-ketoester monomers. The present invention further compositions and products formed from methylene beta-ketoester monomers of the invention, including monomer-based products (e.g., inks, adhesives, coatings, sealants or reactive molding) and polymer-based products (e.g., fibers, films, sheets, medical polymers, composite polymers and surfactants).
C07C 67/03 - Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
C09J 133/06 - Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
C07C 49/794 - Ketones containing a keto group bound to a six-membered aromatic ring having unsaturation outside an aromatic ring
C07C 49/798 - Ketones containing a keto group bound to a six-membered aromatic ring having unsaturation outside an aromatic ring containing rings other than six-membered aromatic rings
C07C 49/80 - Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
C07D 307/46 - Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
C07C 69/604 - Polycarboxylic acid esters, the acid moiety containing more than two carboxyl groups
C07C 49/796 - Ketones containing a keto group bound to a six-membered aromatic ring having unsaturation outside an aromatic ring polycyclic
C07D 333/22 - Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
C08F 116/36 - Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical by a ketonic radical
C08F 128/06 - Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur by a heterocyclic ring containing sulfur
C09D 129/12 - Homopolymers or copolymers of unsaturated ketones
C09D 141/00 - Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfurCoating compositions based on derivatives of such polymers
C07C 67/30 - Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
C07D 307/54 - Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
C07D 333/24 - Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
C08F 20/28 - Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
C08F 24/00 - Homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a heterocyclic ring containing oxygen
C08F 28/06 - Homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur by a heterocyclic ring containing sulfur
C08F 222/14 - Esters having no free carboxylic acid groups
The present invention provides methylene beta-ketoester monomers, methods for producing the same, and compositions and products formed therefrom. In the method for producing the methylene beta-ketoesters of the invention, a beta-ketoester is reacted with a source of formaldehyde in a modified Knoevenagel reaction optionally in the presence of an acidic or basic catalyst, and optionally in the presence of an acidic or non-acidic solvent, to form reaction complex. The reaction complex may be an oligomeric complex. The reaction complex is subjected to further processing, which may be vaporization by contact with an energy transfer means in order to isolate the beta-ketoester monomer. The present invention further compositions and products formed from methylene beta-ketoester monomers of the invention, including monomer-based products (e.g., inks, adhesives, coatings, sealants or reactive molding) and polymer-based products (e.g., fibers, films, sheets, medical polymers, composite polymers and surfactants).
C07C 69/604 - Polycarboxylic acid esters, the acid moiety containing more than two carboxyl groups
C07D 333/24 - Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
C07D 307/54 - Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
C07C 49/794 - Ketones containing a keto group bound to a six-membered aromatic ring having unsaturation outside an aromatic ring
C07C 49/80 - Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
C07C 49/798 - Ketones containing a keto group bound to a six-membered aromatic ring having unsaturation outside an aromatic ring containing rings other than six-membered aromatic rings
C07C 67/03 - Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
C09J 133/06 - Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
C07C 49/796 - Ketones containing a keto group bound to a six-membered aromatic ring having unsaturation outside an aromatic ring polycyclic
C07D 307/46 - Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
C07D 333/22 - Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
C08F 116/36 - Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical by a ketonic radical
C08F 128/06 - Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur by a heterocyclic ring containing sulfur
C09D 129/12 - Homopolymers or copolymers of unsaturated ketones
C09D 141/00 - Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfurCoating compositions based on derivatives of such polymers
C07C 67/30 - Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
C08F 20/28 - Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
C08F 24/00 - Homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a heterocyclic ring containing oxygen
C08F 28/06 - Homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur by a heterocyclic ring containing sulfur
C08F 222/14 - Esters having no free carboxylic acid groups
Method to obtain methylene malonate and related monomers following a bis(hydroxymethyl) malonate pathway. A bis(hydroxymethyl) malonate intermediary is subsequently reacted (i.e., subjected to thermolysis) to provide a methylene malonate monomer species. A source of formaldehyde (e.g., formalin) is provided in the presence of a basic catalyst (e.g., calcium hydroxide), to which a malonate (e.g., diethyl malonate) is added under suitable reaction conditions to obtain the desired intermediary (e.g., dialkyl bis(hydroxymethyl) malonate). The intermediary is reacted (i.e., subjected to thermolysis) under suitable conditions in the presence of a suitable catalyst (e.g., a zeolite) to obtain a methylene malonate monomer. In an exemplary embodiment, the thermolysis reaction includes the addition of the bis(hydroxymethyl) malonate intermediary onto a heated catalyst. The reaction product is collected and purified. The disclosed methods may be performed in a continuous operation. Discrete steps may be performed by using modular units within a plant.
The present invention provides improved methods for the chemical synthesis of methylene malonates using the Knovenagel synthesis reaction. The method of the invention provides for improved methylene malonates by significantly reducing or eliminating the formation of alternative and/or deleterious side products, significantly reducing or eliminating unwanted consumption of methylene malonates, and significantly reducing or eliminating the degradation of methylene malonates. These advantages result in methylene malonates, which upon recovery, are of higher quality, greater purity, improved yield and possess overall improved performance characteristics (e.g., improved cure speed, retention of cure speed, improved shelf-life and/or stability).
The exemplary embodiments disclosed herein relate to activating methods for initiation polymerization of methylene malonates and other polymerizable compositions. The polymerization may be activated by anionic or free radical mechanisms. Because the polymerization may occur very quickly upon contact between the activating agent and the polymerizable composition, methods are provide herein for separating or otherwise rendering the activating agent ineffective to initiate polymerization, until such a reaction is desired. The separation may be physical (separate packaging, separate application steps, encapsulation) or it may be based on latent- activation methods (activation precursors, UV activation). Products formed from the methods disclosed herein may include inks, adhesives, coatings, sealants, reactive moldings, fibers, films, sheets, medical polymers, composites, laminates and the like. Exemplary polymerizable compositions and products formed therefrom are environmentally sustainable, environmentally benign and/or biologically benign.
A composite material comprises a reinforcing material carried in a polymer matrix material which is the polymerization product of a polymerizable composition comprising a di-activated vinyl compound, with the proviso that the di-activated vinyl compound is not a cyanoacrylate. The reinforcing materials may be a wide variety of substrates including thermally sensitive materials. Exemplary composites can be molded and cured at ambient temperatures. Also disclosed are laminate materials having layered materials adhered by curing a di-activated vinyl polymerizable composition.
Ink and coating compositions, printing and coating processes, and printed and coated substrates utilizing a polymerizable composition comprising one or more di-activated vinyl compounds, with the proviso that said a di-activated vinyl compound is not a cyanoacrylate. Exemplary compositions include methylene malonates, methylene β-ketoesters, methylene β-diketones, dialkyl disubstituted vinyls, and dihaloalkyl disubstituted vinyls. Exemplary compositions are polymerizable at ambient temperatures.
