US4181642A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for the production of a glycidyl group containing acrylic resin and its use
Assignee: Evonik Operations GmbH
•
Filing: 1978-09-25
•
Granted: 1980-01-01
•
Expires: 1998-09-25
Abstract
Abstract There are prepared powder enamels or varnishes containing an acrylic resin in combination with an aliphatic dicarboxylic acid. The acrylic resin has glycidyl groups and is prepared by bulk polymerizing a mixture of: (a) methyl methacrylate, 20 to 70 weight %; (b) at least one ester of acrylic acid or methacrylic acid with a monohydric alcohol, whose homopolymer has a glass transition temperature below 40° C., 10 to 40 weight %; (c) glycidyl acrylate or glycidyl methacrylate, 10 to 25 weight %; and (d) an additional monomer copolymerizable with (a), (b) and (c), 0 to 50 weight %; in the presence of a radical (free radical) catalyst and in the presence of, based on the weight of the monomer mixture of 0.1 to 3.0 weight percent of at least one ester of phosphorous acid having the formula: ##STR1## where R 1 is hydrogen or a saturated aliphatic group with 1 to 16 carbon atoms, an aryl group with 6 to 10 carbon atoms, an alkyl substituted aryl with 1 to 12 carbon atoms in the alkyl, or an aralkyl group with 7 to 18 carbon atoms and R 2 and R 3 are the same or different saturated aliphatic groups with 1 to 16 carbon atoms, aryl groups with 6 to 10 carbon atoms, alkyl substituted aryl with 1 to 12 carbon atoms in the alkyl, or aralkyl groups with 7 to 18 carbon atoms.
Inventors
- 👤 Hans-Joachem Holle
- 👤 Gerhard Morlock
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 06:40
CPC Classifications
C; C08; C08F; C08F220/00; C08F220/02; C08F220/10; C08F220/12; C08F220/14; C09; C09D; C09D133/00; C09D133/04; C09D133/06; C09D133/10; C09D133/12; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31678; Y10T428/31692; Y10T428/31699; Y10T428/31855
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
263 words
A process for the production of a glycidyl group containing acrylic resin suitable in combination with an aliphatic dicarboxylic acid as a binder in a powder varnish, lacquer or enamel comprising bulk polymerizing a mixture of monomers consisting of (a) 20 to 70 weight % of methyl methacrylate (b) 10 to 40 weight % of at least one ester of acrylic acid of methacrylic acid with a monohydric alcohol, whose homopolymer has a glass transition temperature below 40° C. (c) 10 to 25 weight % of glycidyl acrylate or glycidyl methacrylate and (d) 0 to 50 weight % of an additional ethylenically unsaturated monomer copolymerizable with (a), (b) and (c) the total of (a), (b), (c) and (d) being 100 weight % in the presence of a radical (free radical) catalyst and in the presence of, based on the weight of the monomer mixture, 0.1 to 3.0 weight % of at least one ester of phosphorous acid having the formula ##STR3## where R 1 is hydrogen or a saturated aliphatic hydrocarbon group with 1 to 16 carbon atoms, and aryl group with 6 to 10 carbon atoms, an alkyl substituted aryl group with 1 to 12 carbon atoms in the alkyl portion or an aralkyl group with 1 to 18 carbon atoms and R 2 and R 3 are the same or different saturated aliphatic hydrocarbon groups with 1 to 16 carbon atoms, alkyl substituted aryl groups with 1 to 12 carbon atoms in the alkyl portion, aralkyl with 7 to 18 carbon atoms or aryl groups with 6 to 10 carbon atoms.
Claim 2
Dependent Claim
263 words
A process for the production of a glycidyl group containing acrylic resin suitable in combination with an aliphatic dicarboxylic acid as a binder in a powder varnish, lacquer or enamel comprising bulk polymerizing a mixture of monomers consisting of (a) 20 to 70 weight % of methyl methacrylate (b) 10 to 40 weight % of at least one ester of acrylic acid of methacrylic acid with a monohydric alcohol, whose homopolymer has a glass transition temperature below 40° C. (c) 10 to 25 weight % of glycidyl acrylate or glycidyl methacrylate and (d) 0 to 50 weight % of an additional ethylenically unsaturated monomer copolymerizable with (a), (b) and (c) the total of (a), (b), (c) and (d) being 100 weight % in the presence of a radical (free radical) catalyst and in the presence of, based on the weight of the monomer mixture, 0.1 to 3.0 weight % of at least one ester of phosphorous acid having the formula ##STR3## where R 1 is hydrogen or a saturated aliphatic hydrocarbon group with 1 to 16 carbon atoms, and aryl group with 6 to 10 carbon atoms, an alkyl substituted aryl group with 1 to 12 carbon atoms in the alkyl portion or an aralkyl group with 1 to 18 carbon atoms and R 2 and R 3 are the same or different saturated aliphatic hydrocarbon groups with 1 to 16 carbon atoms, alkyl substituted aryl groups with 1 to 12 carbon atoms in the alkyl portion, aralkyl with 7 to 18 carbon atoms or aryl groups with 6 to 10 carbon atoms.
Claim 3
Dependent Claim
10 words
A resin composition produced by the process of claim 1.
Claim 4
Dependent Claim
14 words
A composition comprising the resin composition of claim 2 together with an alkanedicarboxylic acid.
Claim 5
Dependent Claim
15 words
The composition of claim 3 wherein the alkanedicarboxylic acid has 4 to 20 carbon atoms.
Claim 6
Dependent Claim
39 words
A process according to claim 1 wherein R 1 is hydrogen and R 2 and R 3 are alkyl of 1 to 16 carbon atoms, phenyl, naphthyl or alkylphenyl having 1 to 12 carbon atoms in the alkyl group.
Claim 7
Dependent Claim
10 words
A resin composition produced by the process of claim 5.
Claim 8
Dependent Claim
34 words
A process according to claim 1 wherein R 1 , R 2 and R 3 are alkyl of 1 to 16 carbon atoms, phenyl, naphthyl or alkyl phenyl with 1 to 12 carbon atoms.
Claim 9
Dependent Claim
10 words
A resin composition produced by the process of claim 7.
Claim 10
Dependent Claim
18 words
A process according to claim 7 wherein R 1 , R 2 and R 3 are all phenyl.
Claim 11
Dependent Claim
32 words
A process according to claim 1 wherein the monohydric alcohol of ester (b) is butyl alcohol, ethyl alcohol, ethoxyethyl alcohol, methoxyethyl alcohol, isobutyl alcohol, 2-ethylhexyl alcohol, lauryl alcohol, stearyl alcohol or cyclohexanol.
Claim 12
Dependent Claim
20 words
A process according to claim 1 wherein (d) is present and is present in an amount of 3 to 50%.
Claim 13
Dependent Claim
28 words
A process according to claim 11 wherein (d) is styrene, alpha-methyl styrene, acrylonitrile, ethyl methacrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 4-hydroxybutyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate or 4-hydroxybutyl acrylate.
Claim 14
Dependent Claim
17 words
A process according to claim 12 wherein (d) is present in an amount of not over 25%.
Claim 15
Dependent Claim
10 words
The resin composition made by the process of claim 13.
Claim 16
Dependent Claim
23 words
A process according to claim 1 wherein there is employed 0.2 to 1.0% of the phosphite based on the weight of the monomers.
Claim 17
Dependent Claim
22 words
A process according to claim 15 including 0.5 to 4.0% of a vinyl polymerization chain regulator based on the weight of monomers.
Claim 18
Dependent Claim
16 words
A process according to claim 16 wherein the chain regulator is a sulfur containing organic compound.
Claim 19
Dependent Claim
28 words
A process according to claim 17 wherein the chain regulator is an alkyl mercaptan, thioglycolic acid or an ester of thioglycolic acid with a mono to tetrahydric alcohol.
Claim 20
Dependent Claim
17 words
A process according to claim 16 wherein there is employed 1.5 to 2.5% of the chain regulator.
Claim 21
Dependent Claim
23 words
A process according to claim 16 wherein there is employed 0.2 to 1.0% of the phosphite based on the weight of the monomers.
Claim 22
Dependent Claim
27 words
A varnish, lacquer or enamel composition including the resin composition of claim 2 in powder form and and an alkanedicarboxylic acid having 4 to 20 carbon atoms.
Claim 23
Dependent Claim
9 words
A composition according to claim 21 including a pigment.
Claim 24
Dependent Claim
13 words
A powder composition according to claim 22 wherein the pigment includes titanium dioxide.
Claim 25
Dependent Claim
47 words
The composition of claim 4 wherein the alkanedicarboxylic acid has 7 to 14 carbon atoms and the ratio of the total glycidyl groups in the acrylic resin to the total carboxyl groups in the alkane dicarboxylic acid in the composition is between 0.8 and 1.4 to 1.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-12-31 | 1983-07-02 | 1984-01-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-12-31 | 1987-07-02 | 1988-01-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-12-31 | 1991-07-02 | 1992-01-01 | $7700.00 | Window Closed / Lapsed |