Patent US4744918A successfully refreshed from Google Patents.
US4744918A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Liquid crystal phase
Assignee: Merck Patent GmbH
•
Filing: 1985-07-11
•
Granted: 1988-05-17
•
Expires: 2005-07-11
Abstract
Abstract Liquid crystal phases containing at least one optically active compound of the formula I R.sup.1 --X.sup.1 --CHR.sup.o (CH.sub.2).sub.p X.sup.2 --R.sup.2 I wherein X 1 and X 2 independently of one another are each --CO--O-- or --O--CO--, one of X 1 and X 2 may also be --O--, R 1 and R 2 independently of one another are each a group --(A 1 --Z) m --(A 2 ) n -Y, wherein A 1 and A 2 in each case independently of one another are a 1,4-phenylene, pyrimidine-2,5-diyl, pyrazine-2,5-diyl, pyridine-2,5-diyl, 1,4-cyclohexylene, 1,3-dioxane-2,5-diyl, 1,3-dithiane-2,5-diyl or 1,4-bicyclo(2,2,2)-octylene group, it also being possible for this to be monosubstituted or polysubstituted by F, Cl, Br, CN and/or alkyl groups with up to 12 C atoms, and it being possible for 1 or 2 non-adjacent CH 2 groups in the alkyl groups to be replaced by O atoms, Z is --CO--O--, --O--CO--, --CH 2 CH 2 --, --OCH 2 --, --CH 2 O--, --CH═N--, --N═CH--, --N═N--, --N(O)═N-- or a single bond, m and n in each case independently of one another are O, 1 or 2, Y is independently of one another a straight-chain or branched alkyl group with up to 12 C atoms, it being possible for 1 or 2 non-adjacent CH 2 groups to be replaced by O atoms, or, if n is 1 or 2, also F, Cl, Br or CN, R 0 is an alkyl group with up to 5 C Atoms or a phenyl group or a cyclohexyl group, display largely temperature-independent electrooptical parameters.
Inventors
- 👤 Gerd Heppke
- 👤 Feodor Oestreicher
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 13:51
CPC Classifications
C; C09; C09K; C09K19/00; C09K19/52; C09K19/58; C09K19/586; C07; C07D; C07D239/00; C07D239/02; C07D239/24; C07D239/26; C09K19/04; C09K19/06; C09K19/08; C09K19/10; C09K19/20; C09K19/2007; C09K19/2021; C09K19/2028; C09K19/30; C09K19/3001; C09K19/3066; C09K19/3068; C09K19/32; C09K19/321; C09K19/34; C09K19/3402; C09K19/3441; C09K19/345; C09K19/3458; C09K19/3463; C09K19/3491; C09K2019/3422; C09K2019/3425
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
248 words
In a liquid crystal phase comprising at least two liquid crystalline compounds, the improvement wherein at least one compound in said phase is an optically active compound of the formula R.sup.1 --X.sup.1 --CHR.sup.o (CH.sub.2).sub.p X.sup.2 --R.sup.2 wherein each of X 1 and X 2 independently is --CO--O-- or --O--CO--, each of R 1 and R 2 independently is --(A 1 --Z) m --(A 2 ) n --Y, each of A 1 and A 2 independently is a 1,4-phenylene (Phe), pyrimidine-2,5-diyl (Pyr), 1,4-cyclohexylene (Cy), 1,3-dioxane-2,5-diyl (Dio), 1,3-dithiane-2,5-diyl, pyrazine-2,5-diyl, pyridine-2,5-diyl, or 1,4-bicyclo(2,2,2)-octylene (Bi) or one of said A 1 and A 2 groups monosubstituted or polysubstituted by F, Cl, Br, CN, alkyl of 1-12 C Atoms, C 1-12 alkyl wherein 1 or 2 non-adjacent CH 2 groups are replaced by O atoms, or a combination thereof, Z is --CO--O--, --O--CO--, --CH 2 CH 2 , --OCH 2 --, --CH 2 O--, --CH═N--, --N═CH--, N═N, --N(O)═N-- or a single bond, each of m and n independently is 0, 1 or 2, each Y independently is alkyl of 1-12 C atoms or C 1-12 -alkyl wherein 1 or 2 l non-adjacent CH 2 groups are replaced by O atoms, or when n is 1 or 2, Y can also be F, Cl, Br or CN, p is 1, and R 0 is alkyl of up to 5 C atoms, phenyl or cyclohexyl, with the proviso that (m+n) in at least one of R 1 and R 2 is 2, 3 or 4.
Claim 2
Dependent Claim
248 words
In a liquid crystal phase comprising at least two liquid crystalline compounds, the improvement wherein at least one compound in said phase is an optically active compound of the formula R.sup.1 --X.sup.1 --CHR.sup.o (CH.sub.2).sub.p X.sup.2 --R.sup.2 wherein each of X 1 and X 2 independently is --CO--O-- or --O--CO--, each of R 1 and R 2 independently is --(A 1 --Z) m --(A 2 ) n --Y, each of A 1 and A 2 independently is a 1,4-phenylene (Phe), pyrimidine-2,5-diyl (Pyr), 1,4-cyclohexylene (Cy), 1,3-dioxane-2,5-diyl (Dio), 1,3-dithiane-2,5-diyl, pyrazine-2,5-diyl, pyridine-2,5-diyl, or 1,4-bicyclo(2,2,2)-octylene (Bi) or one of said A 1 and A 2 groups monosubstituted or polysubstituted by F, Cl, Br, CN, alkyl of 1-12 C Atoms, C 1-12 alkyl wherein 1 or 2 non-adjacent CH 2 groups are replaced by O atoms, or a combination thereof, Z is --CO--O--, --O--CO--, --CH 2 CH 2 , --OCH 2 --, --CH 2 O--, --CH═N--, --N═CH--, N═N, --N(O)═N-- or a single bond, each of m and n independently is 0, 1 or 2, each Y independently is alkyl of 1-12 C atoms or C 1-12 -alkyl wherein 1 or 2 l non-adjacent CH 2 groups are replaced by O atoms, or when n is 1 or 2, Y can also be F, Cl, Br or CN, p is 1, and R 0 is alkyl of up to 5 C atoms, phenyl or cyclohexyl, with the proviso that (m+n) in at least one of R 1 and R 2 is 2, 3 or 4.
Claim 3
Dependent Claim
21 words
In a liquid crystal display element comprising a liquid crystal phase, the improvement wherein said phase is one of claim 1.
Claim 4
Dependent Claim
158 words
A phase according to claim 1 wherein said optically active compound is of the formula Y--CO--O--CHR o --CH 2 --O--CO--A 1 --Y Y--CO--O--CHR o --CH 2 --O--CO--A 1 --A 2 --Y Y--CO--O--CHR o --CH 2 --O--CO--A 1 --Z--A 2 --Y Y--CO--O--CHR o --CH 2 --O--CO--(A 1 ) 2 --Z--A 2 --Y Y--CC--O--CHR o --CH 2 --O--CO--A 1 --Z--(A 1 ) 2 --Y Y--A 1 --CO--O--CHR o --CH 2 --O--CO--A 1 --Y Y--A 1 --CO--O--CHR o --CH 2 --O--CO--A 1 --A 2 --Y Y--A 1 --CO--O--CHR o --CH 2 --O--CO--A 1 --Z--A 2 --Y Y--A 1 --CO--O--CHR o --CH 2 --O--CO--(A 1 ) 2 --Z--A 2 --Y Y--A 1 --CO--O--CHR o --CH 2 --O--CO--A 1 --Z--(A 2 ) 2 --Y Y--A 1 --A 2 --CO--O--CHR o --CH 2 --O--CO--A 1 --A 2 --Y Y--A 1 --A 2 --CO--O--CHR o --CH 2 --O--CO--A 1 --Z--A 2 --Y Y--A 2 --Z--A 1 --CO--O--CHR o --CH 2 --O--CO--A 1 --Z--A 2 --Y.
Claim 5
Dependent Claim
43 words
A phase of claim 1, wherein said optically active compound is of the formula: Y--X.sup.1 --CHR.sup.o --(CH.sub.2)p--X.sup.2 --A.sup.1 --A.sup.2 --Y wherein Y, X 1 , X 2 , R o , p, A 1 and A 2 are as defined in claim 1.
Claim 6
Dependent Claim
46 words
A phase of claim 1, wherein said optically active compound is of the formula: Y--X.sup.1 --CHR.sup.o --(CH.sub.2).sub.p --X.sup.2 --A.sup.1 --Z--A.sup.2 --Y wherein Y, X 1 , X 2 , R o , p, A 1 , A 2 and Z are as defined in claim 1.
References Cited (Backward Citations)
JPS53141207A
Cited
US4243740A
Cited
JPS54151824A
Cited
DE3137058A1
Cited
US4483867A
Cited
EP0107668A1
Cited
US4613209A
Cited
DE3225290A1
Cited
US4627933A
Cited
US4596667A
Cited
JPS6025779A
Cited
EP0134570A2
Cited
US4622163A
Cited
US4650600A
Cited
DE3333677A1
Cited
DE3404116A1
Cited
DE3407013A1
Cited
JPS60188347A
Cited
JPS60199867A
Cited
JPS60199856A
Cited
US4592858A
Cited
JPS60237048A
Cited
JPS615052A
Cited
US4556727A
Cited
JPS6140271A
Cited
JPS6168447A
Cited
EP0175591A2
Cited
US4576702A
Cited
WO1986002937A1
Cited
WO1986002938A1
Cited
US4638073A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-05-17 | 1991-11-16 | 1992-05-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-05-17 | 1995-11-16 | 1996-05-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-05-17 | 1999-11-16 | 2000-05-17 | $7700.00 | Window Closed / Lapsed |