Hydrophobic coating compositions for forming toner receptive coatings

Patent metadata

Field	Value
Publication number	US-10047241-B2
Application number	US-201414779650-A
Country	US
Kind code	B2
Filing date	Mar 25, 2014
Priority date	Mar 26, 2013
Publication date	Aug 14, 2018
Grant date	Aug 14, 2018

Abstract

This invention provides hydrophobic compositions for forming hydrophobic toner receptive coatings on a substrate. The hydrophobic coating compositions for forming toner receptive coatings on a substrate contain a hydrophobic polymer comprising: (a) a N-vinyl amide monomer, (b) a non-reactive hydrophobic monomer moiety, and (c) a solvent. The coating compositions may further comprise (d) a substituted or unsubstituted monomer comprising a cyclic ether or an acetoacetate, or mixtures thereof. The invention also provides compositions suitable for addition to toner to enhance adhesion and toner substrates coated with the hydrophobic coating compositions. The hydrophobic polymer may be represented by the following structure, wherein x, y, z, and a, are defined herein.

First claim

We claim:

1. A hydrophobic toner receptor coating composition on a substrate, wherein the composition contains a hydrophobic polymer comprising: (a) a N-vinyl amide monomer, (b) a non-reactive hydrophobic monomer, and (c) a solvent.

2. The coating composition according to claim 1 , wherein the (a) N-vinyl amide monomer is selected from the group consisting of N-vinyl pyrrolidone, N-vinyl valerolactam, and N-vinyl caprolactam.

3. The coating composition according to claim 1 , wherein the (b) non-reactive hydrophobic monomer comprises a C 1 -C 20 alkyl acrylate monomer.

4. The coating composition according to claim 3 , wherein the C 1 -C 20 alkyl acrylate monomer is selected from the group consisting of lauryl (meth)acrylate, isobutyl (meth)acrylate, isobornyl acrylate, octyl acrylate, and decyl acrylate.

5. The coating composition according to claim 1 , wherein (a) is 0.1-80%, (b) is 1-80%, and (c) is to 100%, by weight.

6. The coating composition according to claim 1 , further comprising (d) a substituted or unsubstituted monomer comprising a cyclic ether, an acetoacetate, or mixtures thereof.

7. The coating composition according to claim 6 , wherein the (d) substituted or unsubstituted monomer comprising a cyclic ether is selected from the group consisting of allyl glycidyl ether ([(2-propenyloxy)methyl]-oxirane), butadiene monoxide, glycidyl acrylate, glycidyl methacrylate, vinyl cyclohexene monoxide, 4-vinyl-1-cyclohexene-1,2-epoxide, 3-N-(6-propyl vinyl ether) benzoxazine, 3,4-epoxycyclohexylmethyl methacrylate, (3-ethyl-3-oxetanyl) methyl acrylate, (3-ethyl-3-oxetanyl) methyl methacrylate, 2, (3-methyl-3-oxetanemethoxy)ethyl vinyl ether, and mixtures thereof.

8. The coating composition according to claim 7 , wherein the (d) substituted or unsubstituted monomer comprising a cyclic ether is derived from 4-vinyl-1-cyclohexene-1,2-epoxide.

9. The coating composition according to claim 6 , wherein the (d) acetoacetate is selected from the group consisting of acetoacetoxyethyl methacrylate, acetoacetoxyethyl acrylate, and allyl acetoacetate.

10. The coating composition according to claim 1 , further comprising (e) a binder, (f) a pigment, and (g) a surfactant.

11. The coating composition according to claim 1 , having a solids content of about 15-50% and a viscosity of about 200-3000 cps.

12. The coating composition according to claim 1 , wherein the composition is in the form of an aqueous dispersion.

13. The coating composition according to claim 1 , wherein the polymer further comprises an additive selected from the group consisting of adhesives, aerosols, agricultural agents, anti-soil redeposition agents, batteries agents, beverages, biocides, block copolymers, branch/comb copolymers, cementing agents, ceramics, cleaning agents, coating agents, conductive materials, cosmetic agents, cross-linkers, dental agents, decorated pigments, detergents, dispersants, drugs, electronics, encapsulations, fiber sizing agents, foods, gel forming materials, hair sprays, household-industrial-institutional, inks and coatings, interlaminate adhesives, lithographic solutions, macro-initiators, membrane additive agents, metal working fluids, oilfield agents, paints, paper, paper sizing agents, personal care agents, pharmaceuticals, pigment additives, plasters, plastics, printing, reactive biocides, reactive rheology modifiers, refractive index modifiers, sequestrants, soil release agents, static control agents, and wood-care agents.

14. The coating composition according to claim 1 , wherein the polymer is a film-forming polymer soluble in hydrophobic solvents.

15. The coating composition according to claim 1 , wherein the hydrophobic polymer is selected from the group consisting of vinyl caprolactam/lauryl methacrylate/isobutyl methacrylate/4-vinyl-1-cyclohexene-1,2-epoxide; vinyl caprolactam/isobornyl acrylate/lauryl methacrylate/isobutyl methacrylate/4-vinyl-1-cyclohexene-1,2-epoxide; vinyl caprolactam/isobornyl acrylate/lauryl methacrylate/isobutyl methacrylate/acetoacetoxyethyl (meth)acrylate; vinyl pyrrolidone/octyl acrylate/decyl acrylate/4-vinyl-1-cyclohexene-1,2-epoxide; vinyl pyrrolidone/octyl acrylate/decyl acrylate/acetoacetoxyethyl (meth)acrylate; vinyl pyrrolidone/isobornyl acrylate/acetoacetoxyethyl (meth)acrylate; and vinyl pyrrolidone/isobornyl acrylate/4-vinyl-1-cyclohexene-1,2-epoxide.

16. The coating composition according to claim 15 , wherein the hydrophobic polymer is represented by the following structures:

wherein x, y, z, a, and b are molar amounts, the sum of which equals 100%.

17. The coating composition according to claim 1 , wherein the coating composition is suitable for addition to toners.

18. A toner substrate coated with the hydrophobic coating composition according to claim 1 for forming a toner receptor coating on a substrate containing a hydrophobic polymer comprising: (a) a N-vinyl amide monomer, (b) a non-reactive hydrophobic monomer moiety, and (c) a solvent.

19. The toner substrate coated with the hydrophobic coating composition according to claim 18 , further comprising (d) a substituted or unsubstituted monomer comprising a cyclic ether, an acetoacetate, or mixtures thereof.

20. A flexible food package substrate coated with the hydrophobic coating composition according to claim 1 for forming a toner receptor coating on a substrate containing a hydrophobic polymer comprising: (a) a N-vinyl amide monomer, (b) a non-reactive hydrophobic monomer moiety, and (c) a solvent.

21. The flexible food package substrate according to claim 20 , further comprising (d) a substituted or unsubstituted monomer comprising a cyclic ether, an acetoacetate, or mixtures thereof.

Assignees

• Isp Investments Inc
• Isp Investments Llc

Inventors

• Hood David K
• Wasserman Charles J
• Visscher Karen B
• Sarkar Sounak

Classifications

• C09D133/24

  Homopolymers or copolymers of amides or imides · CPC title

• G03G7/0046

  obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds · CPC title

• C08F220/18

  with acrylic or methacrylic acids · CPC title

• C08F2220/1825

  Chemistry & Metallurgy · mapped topic

• C08F2220/283

  Chemistry & Metallurgy · mapped topic