US5132041A
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Liquid crystal compounds having ether tail moiety
Assignee: Polaroid Corp
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Filing: 1987-06-23
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Granted: 1992-07-21
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Expires: 2007-06-23
Abstract
Abstract Disclosed are smetic liquid crystal compounds exhibiting ferroelectric behavior and having the formula R.sup.1 --OR.sup.2).sub.a O--R.sup.3).sub.b Z--R* wherein R 1 is alkyl or alkoxyalkyl, R 2 and R 3 are each alkylene, a is an integer of at least one, b is zero or one, R* is an optically active group containing an asymmetric center and --Z-- is an organic divalent core radical having parallel or coaxially extending bonds at the terminal ends thereof, the core radical having an axial ratio of at least two and being characterized by an essentially rigid and flat molecular structure. Presence of the ether-interrupted hydrocarbon tail moiety at the terminal end of the compounds provides a lowering in observed temperatures of phase transition.
Inventors
- 👤 William J. Cumming
- 👤 Russell A. Gaudiana
- 👤 Cynthia McGowan
- 👤 Richard A. Minns
- 👤 Alaric Naiman
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 21:47
CPC Classifications
C; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/08; C09K19/10; C09K19/22; C09K19/20; C09K19/2007; C09K19/2021; C09K19/24; C09K19/26
Claims Analysis
Total Claims: 43
Claim 1
Independent Claim
175 words
A smectic liquid crystal compound having the formula R.sup.1 --OR.sup.2).sub.a O--R.sup.3).sub.b Z--R* wherein R 1 is alkyl or alkoxyalkyl; R 2 and R 3 are each alkylene; a is an integer of at least one; b is zero or one; R* is an optically active group containing an asymmetric center; and --Z-- is an organic divalent core radical having parallel or coaxially extending bonds at the terminal ends thereof, the core radical having an axial ratio of at least two and being characterized by an essentially rigid and flat molecular structure, said core radical having the formula ##STR61## wherein each of X and Y is a divalent radical selected ##STR62## where Ar is p-phenylene or p,p'-biphenylene wherein each of u and t is zero or one, the sum of u and t is one or two; each of m and n is zero or an integer one or two, and the sum of n and m is from one to three; W is a divalent radical selected from ##STR63## and r is zero or one.
Claim 2
Dependent Claim
175 words
A smectic liquid crystal compound having the formula R.sup.1 --OR.sup.2).sub.a O--R.sup.3).sub.b Z--R* wherein R 1 is alkyl or alkoxyalkyl; R 2 and R 3 are each alkylene; a is an integer of at least one; b is zero or one; R* is an optically active group containing an asymmetric center; and --Z-- is an organic divalent core radical having parallel or coaxially extending bonds at the terminal ends thereof, the core radical having an axial ratio of at least two and being characterized by an essentially rigid and flat molecular structure, said core radical having the formula ##STR61## wherein each of X and Y is a divalent radical selected ##STR62## where Ar is p-phenylene or p,p'-biphenylene wherein each of u and t is zero or one, the sum of u and t is one or two; each of m and n is zero or an integer one or two, and the sum of n and m is from one to three; W is a divalent radical selected from ##STR63## and r is zero or one.
Claim 3
Dependent Claim
13 words
The smectic liquid crystal compound of claim 1 wherein R 1 is alkyl.
Claim 4
Dependent Claim
13 words
The smectic liquid crystal compound of claim 1 wherein R 1 is alkoxyalkyl.
Claim 5
Dependent Claim
12 words
The smectic liquid crystal compound of claim 1 wherein b is zero.
Claim 6
Dependent Claim
21 words
The smectic liquid crystal compound of claim 4 wherein R 1 is alkyl of from 1 to about 4 carbon atoms.
Claim 7
Dependent Claim
15 words
The smectic liquid crystal compound of claim 5 wherein R 2 is methylene or 1,2-ethylene.
Claim 8
Dependent Claim
17 words
The smectic liquid crystal compound of claim 6 wherein R 2 is 1,2-ethylene and a is one.
Claim 9
Dependent Claim
17 words
The smectic liquid crystal compound of claim 6 wherein R 2 is 1,2-ethylene and a is two.
Claim 10
Dependent Claim
59 words
The smectic liquid crystal compound of claim 1 wherein said optically active group has the formula ##STR64## wherein j is zero or one, p is zero or an integer from 1 to 8 and each of R 4 and R 5 is alkyl, halogen, alkoxy or alkoxyalkyl, provided that R 4 and R 5 are different from each other.
Claim 11
Dependent Claim
27 words
The smectic liquid crystal compound of claim 9 wherein p is zero or one and each of R 4 and R 5 are dissimilar normal alkyl groups.
Claim 12
Dependent Claim
23 words
The smectic liquid crystal compound of claim 10 wherein p is one and R 4 and R 5 are methyl and ethyl, respectively.
Claim 13
Dependent Claim
28 words
The smectic liquid crystal compound of claim 1 wherein r is zero, m is two, X is ##STR65## n is one, Y is ##STR66## and t is one.
Claim 14
Dependent Claim
29 words
The smectic liquid crystal compound of claim 12 wherein said optically active group, R*, has the formula ##STR67## wherein R 4 and R 5 are dissimilar normal alkyl groups.
Claim 15
Dependent Claim
18 words
The smectic liquid crystal compound of claim 13 wherein R 4 is methyl and R 5 is ethyl.
Claim 16
Dependent Claim
12 words
The smectic liquid crystal compound of claim 14 wherein b is zero.
Claim 17
Dependent Claim
21 words
The smectic liquid crystal compound of claim 15 wherein R 1 is alkyl of from 1 to about 14 carbon atoms.
Claim 18
Dependent Claim
17 words
The smectic liquid crystal compound of claim 16 wherein R 2 is 1,2-ethylene and a is two.
Claim 19
Dependent Claim
13 words
The smectic liquid crystal compound of claim 17 wherein R 1 is n-butyl.
Claim 20
Dependent Claim
39 words
A smectic liquid crystal compound having the formula ##STR68## wherein R 1 is alkyl or alkoxyalkyl; R 2 is alkylene; a is an integer of at least one; and R* is an optically active group containing an asymmetric center.
Claim 21
Dependent Claim
39 words
A smectic liquid crystal compound having the formula ##STR68## wherein R 1 is alkyl or alkoxyalkyl; R 2 is alkylene; a is an integer of at least one; and R* is an optically active group containing an asymmetric center.
Claim 22
Dependent Claim
20 words
The smectic liquid crystal compound of claim 19 wherein R 1 is alkyl of from one to four carbon atoms.
Claim 23
Dependent Claim
13 words
The smectic liquid crystal compound of claim 20 wherein R 2 is 1,2-ethylene.
Claim 24
Dependent Claim
17 words
The smectic liquid crystal compound of claim 21 wherein a is one and R 1 is n-butyl.
Claim 25
Dependent Claim
17 words
The smectic liquid crystal compound of claim 21 wherein a is two and R 1 is ethyl.
Claim 26
Dependent Claim
39 words
A smectic liquid crystal compound having the formula ##STR69## wherein R 1 is alkyl or alkoxyalkyl; R 2 is alkylene; a is an integer of at least one; and R* is an optically active group containing an asymmetric center.
Claim 27
Dependent Claim
39 words
A smectic liquid crystal compound having the formula ##STR69## wherein R 1 is alkyl or alkoxyalkyl; R 2 is alkylene; a is an integer of at least one; and R* is an optically active group containing an asymmetric center.
Claim 28
Dependent Claim
13 words
The smectic liquid crystal compound of claim 24 wherein R 2 is 1,2-ethylene.
Claim 29
Dependent Claim
17 words
The smectic liquid crystal compound of claim 25 wherein a is one and R 1 is n-butyl.
Claim 30
Dependent Claim
59 words
The smectic liquid crystal compound of claim 26 wherein said optically active group has the formula ##STR70## wherein j is zero or one, p is zero or an integer from 1 to 8 and each of R 4 and R 5 is alkyl, halogen, alkoxy or alkoxyalkyl, provided that R 4 and R 5 are different from each other.
Claim 31
Dependent Claim
24 words
The smectic liquid crystal compound of claim 27 wherein j is one, p is one, R 4 is methyl and R 5 is ethyl.
Claim 32
Dependent Claim
17 words
The smectic liquid crystal compound of claim 25 wherein a is two and R 1 is ethyl.
Claim 33
Dependent Claim
59 words
The smectic liquid crystal compound of claim 29 wherein said optically active group has the formula ##STR71## wherein j is zero or one, p is zero or an integer from 1 to 8 and each of R 4 and R 5 is alkyl, halogen, alkoxy or alkoxyalkyl, provided that R 4 and R 5 are different from each other.
Claim 34
Dependent Claim
24 words
The smectic liquid crystal compound of claim 30 wherein j is one, p is one, R 4 is methyl and R 5 is ethyl.
Claim 35
Dependent Claim
39 words
A smectic liquid crystal compound having the formula ##STR72## wherein R 1 is alkyl or alkoxyalkyl; R 2 is alkylene; a is an integer of at least one; and R* is an optically active group containing an asymmetric center.
Claim 36
Dependent Claim
39 words
A smectic liquid crystal compound having the formula ##STR72## wherein R 1 is alkyl or alkoxyalkyl; R 2 is alkylene; a is an integer of at least one; and R* is an optically active group containing an asymmetric center.
Claim 37
Dependent Claim
13 words
The smectic liquid crystal compound of claim 32 wherein R 2 is 1,2-ethylene.
Claim 38
Dependent Claim
17 words
The smectic liquid crystal compound of claim 33 wherein a is one and R 1 is n-butyl.
Claim 39
Dependent Claim
59 words
The smectic liquid crystal compound of claim 34 wherein said optically active group has the formula ##STR73## wherein j is zero or one, p is zero or an integer from 1 to 8 and each of R 4 and R 5 is alkyl, halogen, alkoxy or alkoxyalkyl, provided that R 4 and R 5 are different from each other.
Claim 40
Dependent Claim
24 words
The smectic liquid crystal compound of claim 35 wherein j is zero, p is one, R 4 is methyl and R 5 is ethyl.
Claim 41
Dependent Claim
17 words
The smectic liquid crystal compound of claim 33 wherein a is two and R 1 is ethyl.
Claim 42
Dependent Claim
59 words
The smectic liquid crystal compound of claim 37 wherein said optically active group has the formula ##STR74## wherein j is zero or one, p is zero or an integer from 1 to 8 and each of R 4 and R 5 is alkyl, halogen, alkoxy or alkoxyalkyl, provided that R 4 and R 5 are different from each other.
Claim 43
Dependent Claim
24 words
The smectic liquid crystal compound of claim 38 wherein j is zero, p is one, R 4 is methyl and R 5 is ethyl.
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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) | 1995-07-21 | 1996-01-20 | 1996-07-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-07-21 | 2000-01-20 | 2000-07-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-07-21 | 2004-01-20 | 2004-07-21 | $7700.00 | Window Closed / Lapsed |