US4966726A
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Chiral reaction products produced from mesogenic molecular structural elements and bifunctionally reactive tartaric acid derivatives, and their use as dopants in liquid crystal phases
Assignee: Hoechst AG
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Filing: 1988-07-18
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Granted: 1990-10-30
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Expires: 2008-07-18
Abstract
Abstract The new compounds produced from a molecular structural element with two chirality centers and at least one mesogenic structural element are defined by the general formula (I) ##STR1## in which the symbols have the following meaning: Y 1 =H, (C 1 -C 10 )alkyl, MC--CH 2 or MC--CO, MC denoting the molecular radical of a mesogenic carboxylic acid after splitting off a COOH group, Y 2 =(C 1 -C 10 )alkyl, MC--CH 2 or MC--CO, it being possible for Y 1 and Y 2 to jointly represent a MC--CH group, which is then part of a dioxolane ring, X=COOR 1 , CONH 2 , CONR 2 R 3 or C.tbd.N, R 1 =(C 1 -C 10 )alkyl or MC--CH 2 , and R 2 , R 3 =H and (C 1 -C 4 )alkyl or, independently of each other, (C 1 -C 4 )alkyl. Said esters preferably find application as dopants in twistable liquid crystal phases in which they produce temperature compensation and twisting.
Inventors
- 👤 Gunter Scherowsky
- 👤 Manel Gunaratne
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 05:45
CPC Classifications
C; C07; C07C; C07C255/00; C07D; C07D317/00; C07D317/08; C07D317/10; C07D317/32; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/08; C09K19/10; C09K19/20; C09K19/2007; C09K19/2021; C09K19/2028; C09K19/30; C09K19/3001; C09K19/34; C09K19/3402; C09K19/3405; C09K2019/3422
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
245 words
A compound containing a molecular structural element with two chirality centers and at least one mesogenic molecular structural element, which compound is defined by the formula (I) ##STR22## wherein: Y 1 is H, (C 1 -C 10 )alkyl, MC--CH 2 or MC--CO, MC being a mesogenic radical of the formula (II) R.sup.4 --(A.sup.1 --).sub.n1 (B--).sub.n2 (A.sup.2 --).sub.n3(II) wherein: R 4 is a straight-chain or branched (C 1 -C 12 )alkyl group, in which one CH 2 group of the alkyl group can be replaced by an O atom, or if n1 is 1, R 4 also can be F, Cl, Br or CN, A 1 , A 2 are, independently of each other, 1,4-phenylene or 1,4-cyclohexylene, B is CO--O or O--CO, n1, n2, n3 are, independently of each other, 0, 1 or 2, n1 and n3 not being 0 at the same time, and n1 and n3 not being 2 at the same time, Y 2 is (C 1 -C 10 )alkyl, MC--CH 2 or MC--CO, or Y 1 and Y 2 together represent the group MC--CH, which is then part of a dioxolane ring, X is COOR 1 , CONH 2 , CONR 2 R 3 or C.tbd.N, R 1 is (C 1 -C 10 )alkyl or MC--CH2 and one of R 2 and R 3 is H and the other is (C 1 -C 4 )alkyl or, independently of each other, both R 2 and R 3 are (C 1 -C 4 )alkyl.
Claim 2
Dependent Claim
245 words
A compound containing a molecular structural element with two chirality centers and at least one mesogenic molecular structural element, which compound is defined by the formula (I) ##STR22## wherein: Y 1 is H, (C 1 -C 10 )alkyl, MC--CH 2 or MC--CO, MC being a mesogenic radical of the formula (II) R.sup.4 --(A.sup.1 --).sub.n1 (B--).sub.n2 (A.sup.2 --).sub.n3(II) wherein: R 4 is a straight-chain or branched (C 1 -C 12 )alkyl group, in which one CH 2 group of the alkyl group can be replaced by an O atom, or if n1 is 1, R 4 also can be F, Cl, Br or CN, A 1 , A 2 are, independently of each other, 1,4-phenylene or 1,4-cyclohexylene, B is CO--O or O--CO, n1, n2, n3 are, independently of each other, 0, 1 or 2, n1 and n3 not being 0 at the same time, and n1 and n3 not being 2 at the same time, Y 2 is (C 1 -C 10 )alkyl, MC--CH 2 or MC--CO, or Y 1 and Y 2 together represent the group MC--CH, which is then part of a dioxolane ring, X is COOR 1 , CONH 2 , CONR 2 R 3 or C.tbd.N, R 1 is (C 1 -C 10 )alkyl or MC--CH2 and one of R 2 and R 3 is H and the other is (C 1 -C 4 )alkyl or, independently of each other, both R 2 and R 3 are (C 1 -C 4 )alkyl.
Claim 3
Dependent Claim
28 words
A twistable liquid crystal phase containing 0.01 to 70% by weight of at least one of the chiral compounds of the formula (I) as claimed in claim 1.
Claim 4
Dependent Claim
15 words
A liquid crystal display element containing a liquid crystal phase as claimed in claim 2.
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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) | 1993-10-29 | 1994-04-30 | 1994-10-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-10-29 | 1998-04-30 | 1998-10-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-10-29 | 2002-04-30 | 2002-10-30 | $7700.00 | Window Closed / Lapsed |