US4784793A
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US
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Terpenoid derivatives and liquid crystal materials and devices containing them
Assignee: Qinetiq Ltd
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Filing: 1986-01-24
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Granted: 1988-11-15
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Expires: 2006-01-24
Abstract
Abstract Novel derivatives of cyclic and acyclic terpenoid alcohols, having general formula (I) X--(CO) n --O--T 1 , where n=O or l, T 1 is a terpenoid group and X is a combination of cyclic groups, e.g. phenyl, cyclohexyl and pyrimidyl, X preferably contains up to three cyclic groups. Preferred derivatives are esters of cyclic terpenoid alcohols, e.g. menthol, borneol and isopineocampheol, e.g. formula (II) (-)-menthol. Ferroelectric smectic liquid crystal mixtures and devices containing these derivatives as chiral dopants in a tilted smectic host are also described. The properties of various other derivatives of terpenoid alcohols of formula (I) are also described, e.g. those of neomenthol, isolongifolol, fenchol, carveol, myrthenol, nopol, citronellol, perilla alcohol and dihydrocitronellol.
Inventors
- 👤 David Coates
- 👤 George W. Gray
- 👤 David Lacey
- 👤 Daniel J. S. Young
- 👤 Kenneth J. Toyne
- 👤 Matthew F. Bone
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 19:59
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/26; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/08; C09K19/10; C09K19/12; C09K19/126; C09K19/20; C09K19/2007; C09K19/2021; C09K19/2028; C09K19/22; C09K19/30; C09K19/3001; C09K19/32; C09K19/42; C09K19/50; C09K19/52; C09K19/58; C09K19/586; C09K2019/3095
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
62 words
An ester of a terpenoid alcohol which has a formula: ##STR82## wherein R 1 is C 1 -C 18 alkyl or alkoxy, each of a and b is 0 or 1 provided that (a+b) is 0 or 1, and T 1 represents the residue of a terpenoid alcohol selected from the group consisting of borneol, fenchol, isopinocampheol, nopol, perilla alcohol and dihydrocitronellol.
Claim 2
Dependent Claim
62 words
An ester of a terpenoid alcohol which has a formula: ##STR82## wherein R 1 is C 1 -C 18 alkyl or alkoxy, each of a and b is 0 or 1 provided that (a+b) is 0 or 1, and T 1 represents the residue of a terpenoid alcohol selected from the group consisting of borneol, fenchol, isopinocampheol, nopol, perilla alcohol and dihydrocitronellol.
Claim 3
Dependent Claim
20 words
An ester according to claim 1, which is an ester of isopinocampheol in which T 1 has a structure: ##STR83##
Claim 4
Dependent Claim
10 words
An ester according to claim 2, having a formula: ##STR84##
Claim 5
Dependent Claim
30 words
An ester according to claim 1, having a formula ##STR85## wherein T 1 is the residue of a terpenoid alcohol selected from the group consisting of borneol, fenchol and dihydrocitronellol.
Claim 6
Dependent Claim
29 words
An ester according to claim 1, having a formula ##STR86## wherein T 1 is the residue of a terpenoid alcohol selected from the group consisting of borneol and nopol.
Claim 7
Dependent Claim
29 words
An ester according to any one of claims 1 to 5 wherein R 1 is selected from the group consisting of C 8 to C 10 n-alkyl or n-alkoxy.
Claim 8
Dependent Claim
80 words
A ferroelectric smectic liquid crystal material which is a mixture of compounds, at least one of which is an ester of a terpenoid alcohol which has a formula: ##STR87## wherein R 1 is C 1 -C 18 alkyl or alkoxy, each of a and b is 0 or 1 provided that (a+b) is 0 or 1, and T 1 represents the residue of a terpenoid alcohol selected from the group consisting of borneol, fenchol, isopinocampheol, nopol, perilla alcohol and dihydrocitronellol.
Claim 9
Dependent Claim
80 words
A ferroelectric smectic liquid crystal material which is a mixture of compounds, at least one of which is an ester of a terpenoid alcohol which has a formula: ##STR87## wherein R 1 is C 1 -C 18 alkyl or alkoxy, each of a and b is 0 or 1 provided that (a+b) is 0 or 1, and T 1 represents the residue of a terpenoid alcohol selected from the group consisting of borneol, fenchol, isopinocampheol, nopol, perilla alcohol and dihydrocitronellol.
Claim 10
Dependent Claim
13 words
A material as claimed in claim 7, wherein the ester is optically active.
Claim 11
Dependent Claim
15 words
A material as claimed in claim 8, wherein the ester is an ester of (-)-isopinocampheol.
Claim 12
Dependent Claim
14 words
A material as claimed in claim 9, wherein the ester has a formula ##STR88##
Claim 13
Dependent Claim
18 words
A material as claimed in claim 10, wherein R 1 is C 8 -C 10 n-alkyl or n-alkoxy.
Claim 14
Dependent Claim
39 words
A material as claimed in claim 8, wherein the material also contains an additional optically active compound which induces a helical twist in the smectic phase which is of the opposite sense to that induced by the said ester.
Claim 15
Dependent Claim
16 words
A material as claimed in claim 12, wherein the said ester is an ester of (-)-isopinocampheol.
Claim 16
Dependent Claim
15 words
A material as claimed in claim 13, wherein the said ester has a formula ##STR89##
Claim 17
Dependent Claim
18 words
A material as claimed in claim 14, wherein R 1 is C 8 -C 10 n-alkyl or n-alkoxy.
Claim 18
Dependent Claim
25 words
A liquid crystal electro-optical display device which incorporates as its liquid crystal material a material as claimed in any one of claims 7 to 15.
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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) | 1991-11-15 | 1992-05-16 | 1992-11-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-11-15 | 1996-05-16 | 1996-11-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-11-15 | 2000-05-16 | 2000-11-15 | $7700.00 | Window Closed / Lapsed |