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US4287227A Expired / Lapsed US ⏱️ 0.0 years remaining

Coating composition and process for producing synthetic resin moldings by using the same

Assignee: Mitsubishi Chemical Corp
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Filing: 1980-01-03
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Granted: 1981-09-01
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Expires: 2000-01-03
📄 Original PDF 🌐 Google Patents

Abstract

Abstract A coating composition comprising a monomer mixture of mono- or polypentaerythritol hving at least three (meth) acryloyloxy groups and at least one monofunctional acrylate or methacrylate having at least one ether bond in the molecule, a boiling point above 150 DEG C. under normal pressure and a viscosity below 20 centipoises at 20 DEG C., a photosensitizing agent, at least one silicon containing surface active agent and at least one organic solvent capable of forming a uniform solution upon mixing with the vinyl monomer mixture. Also disclosed is a process of coating surfaces with the coating compositions.

Inventors

  • 👤 Kazumasa Kamada
  • 👤 Isao Sasaki
  • 👤 Kenji Kushi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 06:27
CPC Classifications
C; C09; C09D; C09D4/00; C09D4/06; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31507; Y10T428/31551; Y10T428/31645; Y10T428/31649; Y10T428/31855

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 352 words
A coating composition comprising (a) a monomer mixture of 30 to 90% by weight of at least one poly(meth)acrylate of mono or polypentaerythritol having at least three (meth)acryloyloxy groups in one molecule of formula (I) ##STR20## wherein at least three of X 11 , X 12 , X 13 , X 22 , X 23 , . . . X n .sbsb.2, X n .sbsb.3 and X 14 are CH 2 ═CR--COO-- groups and the rest of them are --OH groups, n is an integer of 1 to 5 and R represents hydrogen or a methyl group, and 70 to 10% by weight of at least one monofunctional acrylate or methacrylate having at least one ether bond in one molecule, a boiling point above 150° C. under normal pressure and a viscosity below 20 centipoises at 20° C.; (b) 0.01 to 10 parts by weight of a photosensitizing agent per 100 parts by weight of said monomer mixture; (c) 0.0001 to 2.0 parts by weight per 100 parts by weight of said monomer mixture of at least one silicon containing surface active agent of the formula (II) or (III): ##STR21## wherein X is ##STR22## m and n are positive integers being smaller than 200 and x and y represent 0 or positive integers being smaller than 200 and satisfy the formula 0.1≦(xn+yn/2m)≦10 and R 1 represents --H or an alkyl, acyl or aryl group having 1 to 6 carbon atoms or ##STR23## wherein Y is ##STR24## m and n represent positive integers being smaller than 200, x and y represent 0 or positive integers being smaller than 200 and z represents 0 or a positive integer of 1 to 5 and satisfy the formula 0.1≦(xn+yn/2m+n)≦10, R 2 represents ##STR25## acyl or aryl group having 1 to 6 carbon atoms, and R 3 represents --H or an alkyl, acyl or aryl group having 1 to 6 carbon atoms; and (d) 10 to 1900 parts by weight per 100 parts by weight of said monomer mixture of at least one organic solvent capable of forming a uniform solution upon mixing with said monomer mixture.
Claim 2
Dependent Claim 352 words
A coating composition comprising (a) a monomer mixture of 30 to 90% by weight of at least one poly(meth)acrylate of mono or polypentaerythritol having at least three (meth)acryloyloxy groups in one molecule of formula (I) ##STR20## wherein at least three of X 11 , X 12 , X 13 , X 22 , X 23 , . . . X n .sbsb.2, X n .sbsb.3 and X 14 are CH 2 ═CR--COO-- groups and the rest of them are --OH groups, n is an integer of 1 to 5 and R represents hydrogen or a methyl group, and 70 to 10% by weight of at least one monofunctional acrylate or methacrylate having at least one ether bond in one molecule, a boiling point above 150° C. under normal pressure and a viscosity below 20 centipoises at 20° C.; (b) 0.01 to 10 parts by weight of a photosensitizing agent per 100 parts by weight of said monomer mixture; (c) 0.0001 to 2.0 parts by weight per 100 parts by weight of said monomer mixture of at least one silicon containing surface active agent of the formula (II) or (III): ##STR21## wherein X is ##STR22## m and n are positive integers being smaller than 200 and x and y represent 0 or positive integers being smaller than 200 and satisfy the formula 0.1≦(xn+yn/2m)≦10 and R 1 represents --H or an alkyl, acyl or aryl group having 1 to 6 carbon atoms or ##STR23## wherein Y is ##STR24## m and n represent positive integers being smaller than 200, x and y represent 0 or positive integers being smaller than 200 and z represents 0 or a positive integer of 1 to 5 and satisfy the formula 0.1≦(xn+yn/2m+n)≦10, R 2 represents ##STR25## acyl or aryl group having 1 to 6 carbon atoms, and R 3 represents --H or an alkyl, acyl or aryl group having 1 to 6 carbon atoms; and (d) 10 to 1900 parts by weight per 100 parts by weight of said monomer mixture of at least one organic solvent capable of forming a uniform solution upon mixing with said monomer mixture.
Claim 3
Dependent Claim 32 words
The coating composition of claim 1, wherein said monomer of formula (I) is at least one compound selected from the group consisting of dipentaerythritol triacrylate, dipentaerythritol tetraacrylate, dipentaerythritol pentaacrylate and dipentaerythritol hexaacrylate.
Claim 4
Dependent Claim 23 words
The coating composition of claim 1, wherein said monofunctional acrylate or methacrylate has a cyclic ether bond having at least two ether bonds.
Claim 5
Dependent Claim 30 words
The coating composition of claim 1, wherein said monofunctional acrylate or methacrylate is at least one compound selected from the group consisting of ethylcarbitol acrylate, butylcarbitol acrylate and tetrahydrofurfuryl acrylate.
Claim 6
Dependent Claim 38 words
The coating composition of claim 1, 2, 3 or 4 wherein said organic solvent is a solvent having a boiling point of 50° to 200° C. under normal pressure and a viscosity below 10 centipoises at 20° C.
Claim 7
Dependent Claim 27 words
The coating composition of claim 1, wherein said monomer mixture contains 0.05 to 3% by weight of an alkyl ester of straight chain higher saturated fatty acid.
Claim 8
Dependent Claim 51 words
The coating composition of claim 6, wherein said alkyl ester of of straight chain higher saturated fatty acid is an ester of a straight chain higher saturated fatty acid having 14 to 18 carbon atoms with a monohydric alcohol having 3 to 10 carbon atoms and containing a hydrocarbon side chain.
Claim 9
Dependent Claim 398 words
A process for producing synthetic resin moldings high in abrasion resistance and surface smoothness, which comprises applying a coating composition comprising: (a) a monomer mixture of 30 to 90% by weight of at least one poly(meth)acrylate of mono or polypentaerythritol having at least three (meth)acryloyloxy groups in one molecule of the formula (I) ##STR26## wherein at least three of X 11 , X 12 , X 13 , X 22 , X 23 , . . . X n .sbsb.2, X n .sbsb.3 and X 14 are CH 2 ═CR--COO-- groups and the rest of them are --OH groups, n is an integer of 1 to 5 and R represents hydrogen or a methyl group, and 70 to 10% by weight of at least one monofunctional acrylate or methacrylate having at least one ether bond in one molecule, a boiling point above 150° C. under normal pressure and a viscosity below 20 centipoises at 20° C.; (b) 0.01 to 10 parts by weight of a photosensitizing agent per 100 parts by weight of said monomer mixture; (c) 0.0001 to 2.0 parts by weight per 100 parts by weight of said monomer mixture of at least one silicon containing surface active agent of the formula (II) or (III): ##STR27## wherein X is ##STR28## m and n are positive integers being smaller than 200 and x and y represent 0 or positive integers being smaller than 200 and satisfy the formula 0.1≦xn+yn/2m≦10 and R 1 represents --H or an alkyl, acyl or aryl group having 1 to 6 carbon atoms or ##STR29## wherein Y is ##STR30## m and n represent positive integers being smaller than 200, x and y represent 0 or positive integers being smaller than 200 and z represents 0 or a positive integer of 1 to 5 and satisfies the formula 0.1≦(xn+yn)/2m+n≦10, R 2 represents ##STR31## acyl or aryl group having 1 to 6 carbon atoms, and R 3 represents --H or alkyl, acyl or aryl group having 1 to 6 carbon atoms; and (d) 10 to 1900 parts by weight per 100 parts by weight of said monomer mixture of at least one organic solvent forming a uniform solution by mixing with said monomer mixture to coat the surface of a synthetic resin molding and then irradiating with actinic radiation in air to form a hard, cross-linked film on the surface of the synthetic resin molding.
Claim 10
Dependent Claim 398 words
A process for producing synthetic resin moldings high in abrasion resistance and surface smoothness, which comprises applying a coating composition comprising: (a) a monomer mixture of 30 to 90% by weight of at least one poly(meth)acrylate of mono or polypentaerythritol having at least three (meth)acryloyloxy groups in one molecule of the formula (I) ##STR26## wherein at least three of X 11 , X 12 , X 13 , X 22 , X 23 , . . . X n .sbsb.2, X n .sbsb.3 and X 14 are CH 2 ═CR--COO-- groups and the rest of them are --OH groups, n is an integer of 1 to 5 and R represents hydrogen or a methyl group, and 70 to 10% by weight of at least one monofunctional acrylate or methacrylate having at least one ether bond in one molecule, a boiling point above 150° C. under normal pressure and a viscosity below 20 centipoises at 20° C.; (b) 0.01 to 10 parts by weight of a photosensitizing agent per 100 parts by weight of said monomer mixture; (c) 0.0001 to 2.0 parts by weight per 100 parts by weight of said monomer mixture of at least one silicon containing surface active agent of the formula (II) or (III): ##STR27## wherein X is ##STR28## m and n are positive integers being smaller than 200 and x and y represent 0 or positive integers being smaller than 200 and satisfy the formula 0.1≦xn+yn/2m≦10 and R 1 represents --H or an alkyl, acyl or aryl group having 1 to 6 carbon atoms or ##STR29## wherein Y is ##STR30## m and n represent positive integers being smaller than 200, x and y represent 0 or positive integers being smaller than 200 and z represents 0 or a positive integer of 1 to 5 and satisfies the formula 0.1≦(xn+yn)/2m+n≦10, R 2 represents ##STR31## acyl or aryl group having 1 to 6 carbon atoms, and R 3 represents --H or alkyl, acyl or aryl group having 1 to 6 carbon atoms; and (d) 10 to 1900 parts by weight per 100 parts by weight of said monomer mixture of at least one organic solvent forming a uniform solution by mixing with said monomer mixture to coat the surface of a synthetic resin molding and then irradiating with actinic radiation in air to form a hard, cross-linked film on the surface of the synthetic resin molding.
Claim 11
Dependent Claim 31 words
The process of claim 8, wherein said monomer of formula (I) is at least one compound selected from the group consisting of dipentaerythritol triacrylate, dipentaerythritol tetraacrylate, dipentaerythritol pentaacrylate and dipentaerythritol hexaacrylate.
Claim 12
Dependent Claim 22 words
The process of claim 9, wherein said monofunctional acrylate or methacrylate has a cyclic ether bond or at least two ether bonds.
Claim 13
Dependent Claim 29 words
The process of claim 8, wherein said monofunctional acrylate or methacrylate is at least one compound selected from the group consisting of ethylcarbitol acrylate, butylcarbitol acrylate and tetrahydrofurfuryl acrylate.
Claim 14
Dependent Claim 26 words
The process of claim 8, wherein said monomer mixture contains 0.05 to 3% by weight of an alkyl ester of straight chain higher saturated fatty acid.
Claim 15
Dependent Claim 49 words
The process of claim 12, wherein said alkyl ester of straight chain higher saturated fatty acid is an ester of a straight chain higher saturated fatty acid having 14 to 18 carbon atoms with a monohydric alcohol having 3 to 10 carbon atoms and containing a hydrocarbon side chain.

References Cited (Backward Citations)

US3940360A Cited
US4199421A Cited
US4130708A Cited
US4143013A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-08-31 1985-03-02 1985-09-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-08-31 1989-03-02 1989-09-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-08-31 1993-03-02 1993-09-01 $7700.00 Window Closed / Lapsed

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