US4786658A
Expired / Lapsed
US
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Fluorine-containing resin composition having low refractive index
Assignee: DIC Corp
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Filing: 1987-02-25
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Granted: 1988-11-22
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Expires: 2007-02-25
Abstract
Abstract An active energy ray-curable resin composition which gives a cured product having a refractive index of not more than 1.44 comprises (I) a fluorine-containing polymer composed of (A) and at least one of (B) and (C): (A) a fluorine-containing (meth)acrylate, (B) an alpha,beta-ethylenically unsaturated dicarboxylic acid ester and (C) a mono(meth)acrylate and having a fluorine atom content of at least 30% by weight, (II) a fluorine-containing (meth)acrylate, (III) a mono(meth)acrylate and (IV) a polyfunctional monomer containing at least two (meth)acryloyl groups in the molecule. Optical fibers are produced by coating the above composition on a core material and irradiating active energy rays onto the coating to form a cured cladding of the composition.
Inventors
- 👤 Yutaka Hashimoto
- 👤 Masayuki Kamei
- 👤 Toshihiko Umaba
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 23:34
CPC Classifications
C; C08; C08L; C08L35/00; C08F; C08F265/00; C08F265/04; C08F265/06; C03; C03C; C03C25/00; C03C25/10; C03C25/104; C03C25/105; C08L27/00; C08L27/02; C08L27/12
Claims Analysis
Total Claims: 28
Claim 1
Independent Claim
85 words
An active energy ray-curable resin composition which gives a cured product having a refractive index of not more than 1.44, said composition comprising (I) a fluorine-containing polymer composed of (A) a fluorine-containing (meth)acrylate, and at least one of (B) an alpha, beta-ethylenically unsaturated dicarboxylic acid ester, and (C) a non-fluorine-containing mono(meth)acrylate, and having a fluorine atom content of at least 30% by weight, (II) a fluorine-containing (meth)acrylate, (III) a non-fluorine-containing mono(meth)acrylate and (IV) a polyfunctional monomer containing at least two (meth)acryloyl groups in the molecule.
Claim 2
Dependent Claim
85 words
An active energy ray-curable resin composition which gives a cured product having a refractive index of not more than 1.44, said composition comprising (I) a fluorine-containing polymer composed of (A) a fluorine-containing (meth)acrylate, and at least one of (B) an alpha, beta-ethylenically unsaturated dicarboxylic acid ester, and (C) a non-fluorine-containing mono(meth)acrylate, and having a fluorine atom content of at least 30% by weight, (II) a fluorine-containing (meth)acrylate, (III) a non-fluorine-containing mono(meth)acrylate and (IV) a polyfunctional monomer containing at least two (meth)acryloyl groups in the molecule.
Claim 3
Dependent Claim
53 words
The composition of claim 1 wherein the fluorine-containing (meth)acrylate (A) and the fluorine-containing (meth)acrylate (II) are compounds represented by the general formula ##STR12## wherein Rf represents a fluorinated aliphatic group having 1 to 20 carbon atoms, X represents a divalent linking group, and R 1 represents H, CH 3 , Cl or F.
Claim 4
Dependent Claim
23 words
The composition of claim 2 wherein X is --CH 2 -- n where n is 0 or an integer of 1 to 6.
Claim 5
Dependent Claim
107 words
The composition of claim 1, 2 or 3 wherein the fluorine-containing polymer (I) is composed of (A) and (B) or (A) and (B) and (C) wherein the alpha,beta-ethylenically unsaturated dicarboxylic acid ester (B) is a compound represented by the general formula ##STR13## wherein R 3 and R 4 are identical or different and each represents H, F, Cl or CH 3 , and R 5 and R 6 each represent H or an alkyl or fluoroalkyl group having 1 to 20 carbon atoms, and R 5 and R 6 are identical or different, and when either one of them is H, the other is other than H.
Claim 6
Dependent Claim
20 words
The composition of claim 4 wherein R 5 and R 6 are alkyl groups having 3 to 8 carbon atoms.
Claim 7
Dependent Claim
52 words
The composition of any one of claims 1 to 3 wherein the fluorine containing polymer (I) is composed of (A) and (C) or (A) and (B) and (C) wherein the mono(meth)acrylate (C) and the mono(meth)acrylate (II) are mono(meth)acrylate compounds having a substituent with 3 to 12 carbon atoms at the ester moiety.
Claim 8
Dependent Claim
24 words
The composition of claim 6 wherein the substituent in the ester moiety of the mono(meth)acrylate (C) and the mono(meth)acrylate (III) has a cylic structure.
Claim 9
Dependent Claim
16 words
The composition of claim 7 wherein the mono(meth)acrylate (C) and/or the mono(meth)acrylate (III) is isobornyl (meth)acrylate.
Claim 10
Dependent Claim
16 words
The composition of claim 7 wherein the mono(meth)acrylate (C) and/or the mono(meth)acrylate (III) is dicyclopentenyl (meth)acrylate.
Claim 11
Dependent Claim
22 words
The composition of claim 7 wherein the mono(meth)acrylate (C) and/or the mono(meth)acrylate (III) is a combination of isobornyl (meth)acrylate and dicyclopentenyl (meth)acrylate.
Claim 12
Dependent Claim
16 words
The composition of claim 7 wherein the mono(meth)acrylate (C) and/or the mono(meth)acrylate (III) is dicyclopentanyl (meth)acrylate.
Claim 13
Dependent Claim
22 words
The composition of claim 7 wherein the mono(meth)acrylate (C) and/or the mono(meth)acrylate (III) is a combination of dicyclopentanyl (meth)acrylate and dicyclopentenyl (meth)acrylate.
Claim 14
Dependent Claim
25 words
The composition of any one of claims 1 to 3 wherein the polyfunctional monomer (IV) is a compound havng a methyl group in the molecule.
Claim 15
Dependent Claim
28 words
The composition of claim 1 wherein the fluorine-containing polymer (I) is composed of the fluorine-containing (meth)acrylate (A), the alpha,beta-ethylenically unsaturated dicarboxylic acid ester (B) and the mono(meth)acrylate (C).
Claim 16
Dependent Claim
109 words
The composition of claim 14, wherein the alpha,beta-ethylenically unsaturated dicarboxylic acid ester (B) is a compound represented by the general formula ##STR14## Wherein R 3 and R 4 are identical or different and each represents H, F, Cl or CH 3 , and R 5 and R 6 each represent H or an alkyl or fluoroalkyl group having 1 to 20 carbon atoms, and R 5 and R 6 are identical or different, and when either one of them is H, the other is other than H; and wherein the mono(meth)acrylate (C) is a mono(meth)acrylate compound having a substituent with 3 to 12 carbon atoms at the ester moiety.
Claim 17
Dependent Claim
53 words
The composition of claim 15, wherein the fluorine-containing (meth)acrylate (A) and the fluorine-containing (meth)acrylate (II) are compounds represented by the general formula ##STR15## Wherein Rf represents a fluorinated aliphatic group having 1 to 20 carbon atoms, X represents a divalent linking group, and R 1 represents H, CH 3 , Cl or F.
Claim 18
Dependent Claim
39 words
The composition of claim 16 wherein at least one of the mono(meth)acrylate (C) and the mono(meth)acrylate (III) is a mono(meth)acrylate with a cyclic structure selected from the group consisting of isobornyl (meth)acrylate, dicyclopentenyl (meth)acrylate, dicyclopentanyl (meth)acrylate) and mixtures thereof.
Claim 19
Dependent Claim
20 words
The composition of claim 17 wherein the polyfunctional monomer (IV) is a compound having a methyl group in the molecule.
Claim 20
Dependent Claim
17 words
The composition of claim 1 which gives a cured product having a refractive index of about 1.36.
Claim 21
Dependent Claim
24 words
The composition of claim 1 wherein the fluorine-containing polymer contains from 0.5 to 50% by weight of the alpha,beta-ethylenically unsaturated dicarboxylic acid ester (B).
Claim 22
Dependent Claim
20 words
The composition of claim 1 wherein the fluorine-containing polymer contains from 0.5 to 50% by weight of the mono(meth)acrylate (C).
Claim 23
Dependent Claim
29 words
The composition of claim 1 wherein the fluorine-containing polymer (I) contains from 0.5 to 50% by weight of the alpha,beta-ethylenically unsaturated carboxylic acid ester (B) and the mono(meth)acrylate (C).
Claim 24
Dependent Claim
21 words
The composition of claim 1 wherein the fluorine-containing polymer (I) has a number average molecular weight of from 1,000 to 2,000,000.
Claim 25
Dependent Claim
22 words
The composition of claim 1 wherein the fluorine-containing polymer (I) has a viscosity of from 1,000 to 500,000 cps at 25° C.
Claim 26
Dependent Claim
41 words
The composition of claim 1 wherein the proportions, by weight, of the fluorine-containing polymer (I), the fluorine-containing (meth)acrylate (II), the mono(meth)acrylate (III) and the polyfunctional monomer (IV) are in the following ranges: (III):(IV)=1:1,000 to 95:5. (II):(III)+(IV)=50:50 to 1,000:1, (I):(II)+(III)+(IV)=1:99 to 10,000:1.
Claim 27
Dependent Claim
41 words
The composition of claim 1 wherein the proportions, by weight, of the fluorine-containing polymer (I), the fluorine-containing (meth)acrylate (II), the mono(meth)acrylate (III) and the polyfunctional monomer (IV) are in the following ranges: (III):(IV)=1:1,000 to 5:1, (II):(III)+(IV)=50:50 to 100:1, (I):(II)+(III)+(IV)=1:9 to 9:1.
Claim 28
Dependent Claim
9 words
The composition of claim 1 which has been cured.
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) | 1991-11-22 | 1992-05-23 | 1992-11-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-11-22 | 1996-05-23 | 1996-11-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-11-22 | 2000-05-23 | 2000-11-22 | $7700.00 | Window Closed / Lapsed |