Claims
- 1. A radiation curable composition, comprising an epoxy-functional silicone, a photocatalyst and a cure speed-enhancing amount of a non-fluorescing polycyclic aromatic compound, said polycyclic aromatic compound comprising at least one hydroxy, alkoxy or glycidyl ether substituent bonded to an aromatic carbon atom of the compound.
- 2. The composition of claim 1, comprising, based on 100 parts by weight of the composition: from 90 parts by weight to 99.9 parts by weight of the epoxy-functional silicone, from 0.05 parts by weight to 8 parts by weight of the photocatalyst and from 0.05 parts by weight to 2 parts by weight of the fused ring aromatic compound.
- 3. The composition of claim 1, wherein the polycyclic aromatic compound comprises one or more compounds selected fromhydroxypentalenes, hydroxyindenes, naphthols, dihydroxynaphthalenes, alkoxynaphthols, alkoxynaphthalenes, alkoxydihydoxynaphthalenes, glycidyl naphthalene ethers, hydroxyazulenes, alkoxyazulenes hydroxyphenanthrenes, alkoxyphenanthrenes, hydroxyanthracenes, alkoxyanthracenes, hydroxyanthrols and alkoxyanthrols.
- 4. The composition of claim 1, wherein the polycyclic aromatic compound comprises one or more compounds of the structural formula:
- 5. The composition of claim 4, wherein one or more of R1, R2, R3, R4, R5, R6, R7 and R8 are each hydroxy, one or more of R1, R2, R3, R4, R5, R6, R7 and R8 are each independently alkoxy and the remaining substituents are each independently H or alkyl.
- 6. The composition of claim 4, wherein one or more of R1, R2, R3, R4, R5, R6, R7 and R8 are each independently hydroxy or alkoxy one or more of R1, R2, R3, R4, R5, R6, R7 and R8 are each alkylamido and the remaining substituents are each independently H or alkyl.
- 7. The composition of claim 4, wherein two or more of R1, R2, R3, R4, R5, R6, R7 and R8 are each hydroxy and the remaining substituents are each independently H or alkyl.
- 8. The composition of claim 4, wherein one or more of R1, R2, R3, R4, R5, R6, R7 and R8 are each independently alkoxy and the remaining substituents are each independently H or alkyl.
- 9. The composition of claim 4, wherein one or more of R1, R2, R3, R4, R5, R6, R7 and R8 are each independently a monovalent glycidyl ether radical and the remaining substituents are each independently H or alkyl, preferably (C1-C6)alkyl.
- 10. The composition of claim 1, wherein the epoxy-functional silicone comprises one or more of:
(i) an epoxy-functional silicone polymer or copolymer according to the structural formula (II): MEDEaDbME (II) wherein:
ME is R92R10SiO1/2; D is and R112SiO; DE is R12R13SiO; each R9, R11 and R12 is independently alkyl, aryl, haloalkyl and hydroxyalkyl; each R10 and R13 is independently alkylepoxycycloalkyl or glycidoxyalkyl; and a and b are each independently integers from 10 to 250, (ii) an epoxy-functional silicone polymer or copolymer according to the structural formula (III): MDEcDdM (III) wherein:
M is R143SiO½; each R14 is independently alkyl, aryl, haloalkyl and hydroxyalkyl, D and DE are each defined as above in (a), and c and d are each independently integers from 50 to 500, (iii) an oxo acid-modified epoxysilicone polymer or copolymer made by reaction of an epoxy-functional silicone according to formula (II) or (III) with less than its molar equivalent of one or more polyether-carboxylic acids, and (iv) a polycyclic aromatic-modified epoxysilicone polymer or copolymer made by reaction of an epoxy-functional silicone according to formula according to formula (II) or (III) with less than its molar equivalent, based on epoxy functionality, of a compound selected from the group consisting of R16COOH, (R16CO)2O, R16COX, R16SO3H or R16SO2X, wherein R16 is a monovalent polycyclic aromatic hydrocarbon radical and X is halo.
- 11. The composition of claim 1, wherein photocatalyst comprises one or more of sulfonium salts, iodonium salts and azonium salts.
- 12. The composition of claim 1, wherein photocatalyst comprises one or more iodonium salts.
- 13. The composition of claim 1, wherein photocatalyst comprises one or more of the bis(dodecyl)phenyliodonium salts of PF6−, SbF6− or B(C6F5)4−.
- 14. The composition of claim 1, wherein photocatalyst comprises one or more of bis(4-alkylphenyl)iodonium hexafluroantimonates, (4-octylphenyl)phenyliodonium hexafluroantimonates, and bis(4-alkylphenyl)iodonium hexaflurophosphates.
- 15. A radiation curable composition, comprising, based on 100 parts by weight of the composition:
(A) from 90 parts by weight to 99.9 parts by weight of an epoxy functional silicone comprising one or more of:
(i) an epoxy-functional silicone polymer or copolymer according to the structural formula (II): MEDEaDbME (II) wherein:
ME is R92R10SiO1/2; D is and R112SiO; DE is R12R13SiO; each R9, R11 and R12 is independently alkyl, aryl, haloalkyl and hydroxyalkyl; each R10 and R13 is independently alkylepoxycycloalkyl or glycidoxyalkyl; and a and b are each independently integers from 10 to 250, (ii) an epoxy-functional silicone polymer or copolymer according to the structural formula (III): MDEcDdM (III) wherein:
M is R143SiO½; each R14 is independently alkyl aryl, haloalkyl and hydroxyalkyl, D and DE are each defined as above in (a), and c and d are each independently integers from 50 to 500, (iii) an oxo acid modified epoxysilicone polymer or copolymer made by reaction of an epoxy-functional silicone according to formula (II) or (III) with less than its molar equivalent of one or more polyether-carboxylic acids, and (iv) a non-fluorescing polycyclic aromatic-modified epoxysilicone polymer or copolymer made by reaction of an epoxy-functional silicone according to formula (II) or (III) with less than its molar equivalent, based on epoxy functionality, of a compound selected from the group consisting of R16COOH, (R16CO)2O, R16COX, R16SO3H or R16SO2X, wherein R16 is a monovalent polycyclic aromatic hydrocarbon radical and X is halo; (B) from 0.05 parts by weight to 8 parts by weight of the photocatalyst comprising one or more of sulfonium salts, iodonium salts and azonium salts, and (C) from 0.05 parts by weight to 2 parts by weight of the fused ring aromatic compound comprising one or more compounds of the structural formula: 4 wherein R1, R2, R3, R4, R5, R6, R7 and R8 are each independently H, halo, hydroxy or a monovalent hydrocarbon radical, provided that at least one of R1, R2, R3, R4, R5, R6, R7 and R8 is hydroxy, alkoxy or a monovalent glycidyl ether radical.
- 16. The composition of claim 15, wherein the epoxy functional silicone comprises an oxo acid modified epoxysilicone polymer or copolymer and the photocatalyst comprises a bis(alkylphenyl)iodonium hexafluorophosphate compound.
- 17. The composition of claim 15, wherein the epoxy functional silicone comprises an polycyclic aromatic modified epoxysilicone polymer or copolymer and the photocatalyst comprises (4-octyloxyphenyl)(phenyl)iodonium hexafluoroantimonate.
- 18. A coated article, comprising a substrate and a cured layer of the composition of claim 1 disposed on at least a portion of at least one surface of the substrate.
- 19. The article of claim 16, wherein the substrate is a paper sheet, a polymer film, a polymer coated paper sheet or a metal foil.
- 20. An adhesive laminate comprising a release-coated substrate, said release-coated substrate comprising a first substrate and a cured layer of the composition of claim 1 disposed on at least a portion of at least one surface of the first substrate, laminated with a pressure sensitive adhesive-coated substrate, said pressure sensitive adhesive-coated substrate comprising a layer of a pressure sensitive adhesive disposed on at least a portion of at least one surface of a second substrate, such that the cured coating layer of the release-coated substrate is in contact with the pressure sensitive adhesive layer on the pressure sensitive adhesive-coated substrate.
CROSS REFERENCE TO RELATED APPLICATIONS
[0001] This application is a Continuation-In-Part Application of U.S. Ser. No. 09/439,630, filed on Nov. 12, 1999.
Continuation in Parts (1)
|
Number |
Date |
Country |
Parent |
09439630 |
Nov 1999 |
US |
Child |
09908157 |
Jul 2001 |
US |