Patent EP0341886A2 successfully refreshed from Google Patents.
EP0341886A2
Expired / Lapsed
EP
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Aqueous coating compositions
Assignee: Avecia BV
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Filing: 1989-05-03
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Granted: —
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Expires: 2009-05-03
Abstract
Abstract An aqueous selfcrosslinkable coating composition which comprises an aqueous dispersion of at least one vinyl polymer, wherein the polymer system constituting said at least one vinyl polymer has chain-pendant amine functional groups and chain-pendant carbonyl functional groups to provide a selfcrosslinking reaction during and/or after coating formation from the composition. The vinyl polymers having both amine and carbonyl groups are also claimed.
Inventors
- 👤 Gerardus Cornelis Overbeek
- 👤 Martinus Petrus Josef Heuts
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-28 19:15
CPC Classifications
C; C08; C08F; C08F8/00; C08F8/30
Claims Analysis
Total Claims: 35
Claim 1
Independent Claim
50 words
An aqueous selfcrosslinkable coating composition which comprises an aqueous dispersion comprising at least one vinyl polymer, wherein the polymer system constituting said at least one vinyl polymer has chain-pendant amine functional groups and chain-pendant carbonyl functional groups to provide a selfcrosslinking reaction during and/or after coating formation from the composition.
Claim 2
Dependent Claim
50 words
An aqueous selfcrosslinkable coating composition which comprises an aqueous dispersion comprising at least one vinyl polymer, wherein the polymer system constituting said at least one vinyl polymer has chain-pendant amine functional groups and chain-pendant carbonyl functional groups to provide a selfcrosslinking reaction during and/or after coating formation from the composition.
Claim 3
Dependent Claim
31 words
A composition according to Claim 1 wherein the amine functional groups in a vinyl polymer of the composition comprise primary amine groups bonded to carbon atoms of aliphatic or aromatic groups.
Claim 4
Dependent Claim
38 words
A composition according to Claim 2 wherein the pendant primary amine groups in a vinyl polymer of the composition are incorporated by being part of chain-pendant aminoalkyl carboxylate groups of formula -C(O)-O-R₁-NH₂ where R₁ is an alkylene group.
Claim 5
Dependent Claim
40 words
A composition according to any one of the preceding claims wherein the carbonyl functional groups in a vinyl polymer of the composition are derived from at least one carbonyl-functional olefinically unsaturated monomer used in the preparation of the vinyl polymer.
Claim 6
Dependent Claim
30 words
A composition according to any one of the preceding claims wherein the ratio of amine functional groups to carbonyl functional groups is within the range of from 1:20 to 20:1.
Claim 7
Dependent Claim
34 words
A composition according to any one of the preceding claims which comprises at least one vinyl polymer bearing both chain-pendant amine functional groups and chain pendant carbonyl functional groups in the same polymer molecules.
Claim 8
Dependent Claim
39 words
A composition according to any one of Claims 1 to 5 wherein said at least one vinyl polymer consists of two or more vinyl polymers which bear chain-pendant amine functional groups and carbonyl functional groups in different polymer molecules.
Claim 9
Dependent Claim
95 words
A composition according to Claim 6 wherein said vinyl polymer thereof bearing both chain-pendant amine and carbonyl functional groups in the same polymer molecules is prepared by forming, using a free-radical polymerisation process, a precursor polymer comprising polymerised units of at least one olefinically unsaturated monomer having an amine precursor group, at least one carbonyl-functional olefinically unsaturated monomer, and at least one other olefinically unsaturated monomer providing neither amine groups, amine precursor groups nor carbonyl functional groups, and subsequently reacting at least a proportion of the amine precursor groups to provide chain-pendant amine functional groups.
Claim 10
Dependent Claim
78 words
A composition according to Claim 8 wherein said vinyl polymer thereof bearing both chain-pendant amine and carbonyl functional groups comprises a free-radical addition polymer comprising polymerised units of at least one olefinically unsaturated monomer providing chain-pendant carboxyl groups at least a proportion of which have been subsequently reacted to provide chain-pendant amine functional groups, at least one carbonyl-functional olefinically unsaturated monomer, and at least one other olefinically unsaturated monomer providing neither amine groups, carboxyl groups nor carbonyl functionality.
Claim 11
Dependent Claim
83 words
A composition according to Claim 9 wherein the amine-functional groups in said vinyl polymer are formed by an imination reaction involving the pendant carboxyl or carboxylate salt groups of the precursor polymer using an alkylene imine of formula thereby to form chain-pendant amino ester groups, where R² and R³ which may be the same or different are selected from hydrogen, benzyl, aryl, and alkyl of 1 to 5 carbon atoms; and where R⁴ is hydrogen or alkyl of 1 to 5 carbon atoms.
Claim 12
Dependent Claim
32 words
A composition according to Claim 10 wherein the alkylene imine employed is ethylene imine (R² = R³ = R³ = hydrogen) or propylene imine (R² = R⁴ = hydrogen; R³ = methyl).
Claim 13
Dependent Claim
46 words
A composition according to any one of Claims 8 to 11 wherein said at least one carbonyl-functional olefinically unsaturated monomer which is used in the preparation of the vinyl polymer is selected from one or more of acrolein, diacetone acrylamide, acetoacetoxyethyl methacrylate and methyl vinyl ketone.
Claim 14
Dependent Claim
77 words
A composition according to any one of Claims 8 to 12 wherein said at least one other olefinically unsaturated monomer used in the preparation of the vinyl polymer which provides neither amine groups, amine precursor groups nor carbonyl-functional groups is selected from one or more of esters of acrylic acid and methacrylic acid of formula CH₂=CR⁹C(O)OR¹⁰ where R⁹ is hydrogen or methyl and R¹⁰ is alkyl or cycloalkyl of 1 to 20 carbon atoms, and vinylidene chloride.
Claim 15
Dependent Claim
102 words
A composition according to any one of Claims 8 to 13 wherein said vinyl polymer therein comprises at least the following polymerised units: a) units having pendant amine functional groups which are present in groups of formula -C(O)-O-CH₂CH₂-NH₂, or -C(O)-O-CH₂CH(CH₃)NH₂ and -C(O)-O-CH(CH₃)CH₂NH₂, derived from precursor carboxyl groups in a corresponding precursor polymers by imination thereof with ethylene imine or propylene imine respectively; (b) units derived from at least one carbonyl-containing monomer selected from acrolein, diacetone acrylamide, acetoacetoxyethyl methacrylate and methyl vinyl ketone; and (c) units derived from at least one olefinically unsaturated monomer selected from those of formula CH₂=CR⁹C(O)OR¹⁰, and vinylidene chloride.
Claim 16
Dependent Claim
65 words
A composition according to any one of Claims 8 to 14 wherein said vinyl polymer thereof bearing both chain-pendant amine and carbonyl functional groups comprises 1 to 20 mole % of polymerised units bearing pendant amine groups, 1 to 20 mole % of polymerised units bearing pendant carbonyl groups and 60 to 90 mole% of polymerised units bearing neither pendant amine nor pendant carbonyl groups.
Claim 17
Dependent Claim
44 words
A composition according to any one of the preceding claims wherein said at least one vinyl polymer has a core/shell structure, the core providing a soft polymeric phase of Tg ≦ 20°C and the shell providing a hard polymeric phase of Tg ≧ 50°C.
Claim 18
Dependent Claim
52 words
A composition according to any one of the preceding claims wherein the polymer system contains a proportion of amine groups within the range 5 to 120 millimoles per 100 g of polymer solids and a proportion of carbonyl groups within the range 5 to 120 millimoles per 100 g of polymer solids.
Claim 19
Dependent Claim
22 words
A composition according to any one of the preceding claims wherein said compositions also includes at least one polyhydrazine or polyhydrazone compound.
Claim 20
Dependent Claim
18 words
A vinyl polymer bearing chain-pendant amine functional groups and chain-pendant carbonyl functional groups in the same polymer molecules.
Claim 21
Dependent Claim
18 words
A vinyl polymer bearing chain-pendant amine functional groups and chain-pendant carbonyl functional groups in the same polymer molecules.
Claim 22
Dependent Claim
26 words
A vinyl polymer according to Claim 19 wherein the amine functional groups therein comprise primary amine groups bonded to carbon atoms of aliphatic or aromatic groups.
Claim 23
Dependent Claim
39 words
A vinyl polymer according to Claim 20 wherein the pendant primary amine groups in said vinyl polymer of the composition are incorporated by being part of chain-pendant aminoalkyl carboxylate groups of formula -C(O)-O-R₁-NH₂ where R₁ is an alkylene group.
Claim 24
Dependent Claim
39 words
A vinyl polymer according to any one of Claims 19 to 21 wherein the carbonyl functional groups in said vinyl polymer are derived from at least one carbonyl-functional olefinically unsaturated monomer used in the preparation of the vinyl polymer.
Claim 25
Dependent Claim
91 words
A vinyl polymer according to any one of Claims 19 to 22 wherein said vinyl polymer is a polymer which is prepared by forming, using a free-radical polymerisation process, a precursor polymer comprising polymerised units of at least one olefinically unsaturated monomer having an amine precursor group, at least one carbonyl-functional olefinically unsaturated monomer, and at least one other olefinically unsaturated monomer providing neither amine groups, amine precursor groups nor carbonyl functional groups, and subsequently reacting at least a proportion of the amine precursor groups to provide chain-pendant amine functional groups.
Claim 26
Dependent Claim
75 words
A vinyl polymer according to any one of Claims 19 to 23 wherein said vinyl polymer comprises a free-radical addition polymer comprising polymerised units of at least one olefinically unsaturated monomer providing chain-pendant carboxyl groups at least a proportion of which have been subsequently reacted to provide chain-pendant amine functional groups, at least one carbonyl-functional olefinically unsaturated monomer, and at least one other olefinically unsaturated monomer providing neither amine groups, carboxyl groups nor carbonyl functionality.
Claim 27
Dependent Claim
84 words
A vinyl polymer according to Claim 24 wherein the amine-functional groups in said vinyl polymer are formed by an imination reaction involving the pendant carboxyl or carboxylate salt groups of the precursor polymer using an alkylene imine of formula thereby to form chain-pendant amino ester groups, where R² and R³ which may be the same or different are selected from hydrogen, benzyl, aryl, and alkyl of 1 to 5 carbon atoms, and where R⁴ is hydrogen or alkyl of 1 to 5 carbon atoms.
Claim 28
Dependent Claim
21 words
A vinyl polymer according to Claim 25 wherein the alkylene imine employed is ethylene imine (R²=R³=R³=hydrogen) or propylene imine (R²=R⁴=hydrogen; R³=methyl).
Claim 29
Dependent Claim
47 words
A vinyl polymer according to any one of Claims 22 to 26 wherein said at least one carbonyl-functional olefinically unsaturated monomer which is used in the preparation of the vinyl polymer is selected from one or more of acrolein, diacetone acrylamide, acetoacetoxyethyl methacrylate and methyl vinyl ketone.
Claim 30
Dependent Claim
61 words
A vinyl polymer according to any one of Claims 19 to 26 which comprises polymerised units derived from at least one olefinically unsaturated monomer selected from one or more of esters of acrylic acid and methacrylic acid of formula CH₂=CR⁹C(O)OR¹⁰ where R⁹ is hydrogen or methyl and R¹⁰ is alkyl as cycloalkyl of 1 to 20 carbon atoms, and vinylidene chloride.
Claim 31
Dependent Claim
102 words
A vinyl polymer according to any one of Claims 19 to 28 wherein said vinyl polymer comprises at least the following polymerised units: (a) units having pendant amine functional groups which are present in groups of formula -C(O)-O-CH₂CH₂-NH₂, or -C(O)-O-CH₂CH(CH₃)NH₂ and -C(O)-O-CH(CH₃)CH₂NH₂, derived from precursor carboxyl groups in a corresponding precursor polymer by imination thereof with ethylene imine or propylene imine respectively; (b) units derived from at least one carbonyl-containing monomer selected from acrolein, diacetone acrylamide, acetoacetoxyethyl methacrylate and methyl vinyl ketone; and (c) units derived from at least one olefinically unsaturated monomer selected from those of formula CH₂=CR⁹C(O)OR¹⁰ and vinylidene chloride.
Claim 32
Dependent Claim
57 words
A vinyl polymer according to any one of Claims 19 to 29 wherein said vinyl polymer comprises 1 to 20 mole % of polymerised units bearing pendant amine groups, 1 to 20 mole % of polymerised units bearing pendant carbonyl groups and 60 to 90 mole% of polymerised units bearing neither pendant amine nor pendant carbonyl groups.
Claim 33
Dependent Claim
46 words
A vinyl polymer according to any one of Claims 19 to 30 wherein said at least one vinyl polymer has a core/shell structure, the core providing a soft polymeric phase of Tg ≦ 20°C and the shell providing a hard polymeric phase of Tg ≧ 50°C.
Claim 34
Dependent Claim
21 words
The use of a composition according to any one of Claims 1 to 18 in protective coating or adhesive coating applications.
Claim 35
Dependent Claim
27 words
The use of a composition according to Claim 32 in stoving applications wherein the coating is subjected to temperatures within the range of from 80 to 160°C.
References Cited (Backward Citations)
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