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US5087672A
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Fluorine-containing acrylate and methacrylate side-chain liquid crystal monomers and polymers
Assignee: 3M Co
•
Filing: 1990-06-13
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Granted: 1992-02-11
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Expires: 2010-06-13
Abstract
Abstract The present invention relates to novel fluorinated acrylate and methacrylate ester monomers and homopolymers and copolymers thereof. In another aspect, it relates to a process for preparing monomers of the invention. Homopolymers and copolymers of the invention have units which correspond to the following general chemical formula: <IMAGE> wherein R is hydrogen, halo, a C1 to C4 alkyl or haloalkyl group, or a C6 to C10 aryl group, W is -O- or -NR1-, wherein R1 is hydrogen or a C1 to C4 alkyl group, X is a carbon-to-carbon single bond or a spacer group, Y is a mesogenic group, and Z is a fluorinated alkyl group. The novel monomers and polymers can be liquid crystals.
Inventors
- 👤 Stefan A. Babirad
- 👤 Eugene P. Janulis
- 👤 Nicholas A. Stacey
- 👤 Cheryl L. S. Elsbernd
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 18:32
CPC Classifications
C; C09; C09K; C09K19/00; C09K19/04; C09K19/38; C09K19/3833; C09K19/3842; C09K19/3852
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
94 words
A monomer having the formula ##STR12## wherein R is hydrogen, halo, a C 1 to C 4 alkyl or haloalkyl group, or a C 6 to C 10 aryl group, W is --O-- or --NR 1 -- wherein R 1 is hydrogen or a C 1 to C 4 alkyl group, X is a carbon-to-carbon single bond or a spacer group, Y is a mesogenic group, and Z has the formula --O--CH 2 --C m F 2m+1 , wherein m is an integer 1 to 12, and wherein said monomer is a liquid crystal.
Claim 2
Dependent Claim
94 words
A monomer having the formula ##STR12## wherein R is hydrogen, halo, a C 1 to C 4 alkyl or haloalkyl group, or a C 6 to C 10 aryl group, W is --O-- or --NR 1 -- wherein R 1 is hydrogen or a C 1 to C 4 alkyl group, X is a carbon-to-carbon single bond or a spacer group, Y is a mesogenic group, and Z has the formula --O--CH 2 --C m F 2m+1 , wherein m is an integer 1 to 12, and wherein said monomer is a liquid crystal.
Claim 3
Dependent Claim
28 words
The monomer according to claim 1 wherein X is selected from the group consisting of linear or branched aliphatic and fluoroaliphatic groups having 2 to 20 carbon atoms.
Claim 4
Dependent Claim
23 words
The monomer according to claim 2 wherein said aliphatic or fluoroaliphatic groups further comprise at least one of nonperoxidic oxygen and sulfur atoms.
Claim 5
Dependent Claim
22 words
The monomer according to claim 2 wherein said aliphatic and fluoroaliphatic groups are substituted by C 1 to C 4 alkoxy groups.
Claim 6
Dependent Claim
39 words
The monomer according to claim 1 wherein Y is selected from the group consisting of ##STR13## wherein A is --O--, ##STR14## is a saturated ring structure, B is a carbon-to-carbon covalent bond, ##STR15## --CH═CH--, --N═N--, --N═CH--, --Ch═N--, or --C.tbd.C--.
Claim 7
Dependent Claim
16 words
The monomer according to claim 1 wherein Z is --OCH 2 C 3 F 7 .
Claim 8
Dependent Claim
34 words
The monomer according to claim 1 having the formula ##STR16## wherein R is hydrogen, methyl, chloro, fluoro, or trifluoromethyl, n is an integer 2 to 12, and m is an integer 1 to 12.
Claim 9
Dependent Claim
19 words
The monomer according to claim 7, wherein R is hydrogen or methyl, n is 6, and m is 3.
Claim 10
Dependent Claim
41 words
A homopolymer having the formula ##STR17## wherein R, W, X, Y, and Z are as defined in claim 1 and p is an integer having a value in the range of 20 to 600, and wherein said homopolymer is liquid crystalline.
Claim 11
Dependent Claim
16 words
The homopolymer according to claim 9 wherein p is in the range of 50 to 300.
Claim 12
Dependent Claim
52 words
A copolymer having units of the formula ##STR18## wherein R, W, X, Y, and Z are as defined in claim 1, and copolymer units derived from any compatible ethylenically-unsaturated monomer by polymerization therewith, the ratio of monomers being in the range of 0.1:99.9 to 99.9:0.1, and wherein said copolymer is liquid crystalline.
Claim 13
Dependent Claim
28 words
The copolymer according to claim 11 wherein said monomer is selected from the group consisting of acrylates and methacrylates, styrenes, acrylamides and methacrylamides, vinyl monomers, and allyl monomers.
Claim 14
Dependent Claim
26 words
The copolymer according to claim 11 wherein said units of formula III are present in an amount of at least 5 weight percent of the copolymer.
Claim 15
Dependent Claim
26 words
The copolymer according to claim 11 wherein said units of formula III are present in an amount of at least 50 weight percent of the copolymer.
Claim 16
Dependent Claim
11 words
An optical storage medium comprising the homopolymer according to claim 9.
Claim 17
Dependent Claim
11 words
An optical storage medium comprising the copolymer according to claim 11.
Claim 18
Dependent Claim
10 words
A guide medium comprising the homopolymer according to claim 9.
Claim 19
Dependent Claim
10 words
A guide medium comprising the copolymer according to claim 11.
Claim 20
Dependent Claim
12 words
An imaging or display medium comprising the homopolymer according to claim 9.
Claim 21
Dependent Claim
12 words
An imaging or display medium comprising the copolymer according to claim 11.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1995-02-10 | 1995-08-12 | 1996-02-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-02-10 | 1999-08-12 | 2000-02-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-02-10 | 2003-08-12 | 2004-02-11 | $7700.00 | Window Closed / Lapsed |