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EP0324481A2
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Storage stable photopolymerizable composition for refractive index imaging
Assignee: EIDP Inc
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Filing: 1989-01-12
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Granted: —
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Expires: 2009-01-12
Abstract
Abstract Solid storage stable photopolymerizable compositions are provided that are useful in preparing optical elements, and especially holograms. The composition contains a polymeric binder, N-vinyl carbazole and a photoinitiator system that has a hydrogen donor component.
Inventors
- 👤 William Karl Smothers
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-30 15:28
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/027; G03F7/028; G03F7/0005; G03F7/001; G03F7/031
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
76 words
A substantially solid, storage stable, photopolymerizable composition that forms a refractive-index image upon exposure to actinic radiation as the sole processing step, said composition consisting essentially of: (a) a solvent soluble, thermoplastic, polymeric binder; (b) N-vinyl carbazole; and (c) a hexaarylbiimidazole photoinitiator system having a hydrogen donor component, wherein the hydrogen donor component is a mercapto compound having a pK HNP greater than 8.0, as measured in methanol with a glass electrode calibrated with aqueous buffer.
Claim 2
Dependent Claim
76 words
A substantially solid, storage stable, photopolymerizable composition that forms a refractive-index image upon exposure to actinic radiation as the sole processing step, said composition consisting essentially of: (a) a solvent soluble, thermoplastic, polymeric binder; (b) N-vinyl carbazole; and (c) a hexaarylbiimidazole photoinitiator system having a hydrogen donor component, wherein the hydrogen donor component is a mercapto compound having a pK HNP greater than 8.0, as measured in methanol with a glass electrode calibrated with aqueous buffer.
Claim 3
Dependent Claim
51 words
The composition of claim 1 wherein said binder is present in the amount of 50 to 95%, said N-vinyl carbazole is present in the amount of 5 to 40%, and said photoinitiator system is present in the amount of 0.1 to 10% by weight, based on total weight of said composition.
Claim 4
Dependent Claim
26 words
The composition of claim 1 which also contains at least one liquid ethylenically unsaturated monomer capable of addition polymerization having a boiling point above 100° C.
Claim 5
Dependent Claim
44 words
The composition of claim 3 wherein the liquid monomer contains a substituent from the group consisting of phenyl, phenoxy, naphthyl, naphthloxy, heteroaromatic containing up to three aromatic rings, chlorine and bromine wherein the solvent soluble, thermoplastic, polymeric material is substantially free of said substituents.
Claim 6
Dependent Claim
42 words
The composition of claim 3 wherein the liquid monomer is selected from the group consisting of phenoxyalkyl acrylate or methacrylate; a phenol ethoxylate acrylate or methacrylate; a phenyl alkyl acrylate or methacrylate; 2-(1-naphthioxy)ethyi acrylate; the di(2-acryloxyethyl)ether of bisphenol-A; and ethoxylated bisphenol-A diacrylate.
Claim 7
Dependent Claim
52 words
The composition of claim 3 wherein said binder is present in the amount of 25 to 75%, the ethylenically unsaturated monomers are present in the amount of 5 to 60%, and said photoinitiator system is present in the amount of 0.1 to 10% by weight, based on total weight of said composition.
Claim 8
Dependent Claim
15 words
The composition of claim 3 in which a solid ethylenically unsaturated monomer is also present.
Claim 9
Dependent Claim
16 words
The composition of claim 7 in which the solid ethylenically unsaturated monomer contains the carbazole group.
Claim 10
Dependent Claim
45 words
The composition of claim 7 wherein the solid ethylenically unsaturated monomer is selected from the group consisting of 3,6-dibromo-9-vinyl carbazole, 2,4,6-tribromophenyl acrylate or methacrylate, pentachlorophenyl acrylate or methacrylate, 2-naphthyl acrylate or methacrylate, 2-(2-naphtytloxy)ethyl acrylate or methacryiate, and the di-(2-acryloxyethyl)ether of tetrabromo-bisphenol A, and mixtures thereof.
Claim 11
Dependent Claim
78 words
The composition of claim 3 in which a plasticizer is also present, which plasticizer is selected from the group consisting of tris(2-ethylhexyl)phosphate, glyceryl tributyrate, and a compound having the general formula: wherein R, and R 2 each is an alkyl group of 1 to 10 carbon atoms, R 3 is H or an alkyl group of 8 to 16 carbon atoms, R4 is H or CH 3 , x is 1-4, y is 2-20, and z is 1-20.
Claim 12
Dependent Claim
36 words
The composition of claim 10 wherein the plasticizer is selected from the group consisting of triethylene glycol dicaprylate, triethylene glycol bis(2-ethylhexanoate), diethyl adipate, dibutyl adipate, tetraethylene glycol diheptanoate, dibutyl suberate, diethyl sebacate, tris(2-ethylhexyl)phosphate, and glyceryl tributyrate.
Claim 13
Dependent Claim
22 words
The composition of claim 10 in which said plasticizer is substituted for at least a portion of the liquid ethylenically unsaturated monomer.
Claim 14
Dependent Claim
26 words
The composition of claim 1 wherein the mercapto compound is selected from the group consisting of 5-chloro-2-mercaptobenzothiazole; 2-mercaptobenzothiazole; 1 H-1,2,4-triazole-3-thiol; 6-ethoxy-2-mercaptobenzothiazole; 4-methyl-4H-1,2,4-triazole-3-thiol; 1-dodecanethiol; and mixtures thereof.
Claim 15
Dependent Claim
29 words
The composition of claim 1 wherein the hexaarylbiimidazole component is selected from the group consisting of 2-(0-chlorophenyl)-4,5-bis(m-methoxyphenyl)imidazole dimer; 1,1'-biimidazole, 2,2'-bis[o-chlorophenyl]-4,4', 5 ,5'-tetraphenyl-; 1 H-imidazole, 2,5-bis[o-chlorophenyl]-4-[3,4-dimethoxyphenyl]-, dimer; and mixtures thereof.
Claim 16
Dependent Claim
41 words
The composition of claim 1 wherein said binder is selected from the group consisting of cellulose acetate butyrate; an acrylate or methacrylate polymer or interpolymer; a vinyl butyral, acetal or formal polymer or interpolymer; and a vinyl acetate polymer or interpolymer.
References Cited (Backward Citations)
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