US4886621A
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Liquid crystal phase
Assignee: Merck Patent GmbH
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Filing: 1987-08-28
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Granted: 1989-12-12
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Expires: 2007-08-28
Abstract
Abstract PCT No. PCT/EP87/00490 Sec. 371 Date May 6, 1988 Sec. 102(e) Date May 6, 1988 PCT Filed Aug. 28, 1987 PCT Pub. No. WO88/02018 PCT Pub. Date Mar. 24, 1988.Liquid crystal phases containing components of the formulae I and III <IMAGE> I R1A3COOPheR2 III have an acceptable combination of threshold steepness, viewing angle and temperature dependence at a low threshold voltage.
Inventors
- 👤 Ian C. Sage
- 👤 Michael K. Chambers
- 👤 Reinhard Hittich
- 👤 Georg Weber
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 16:35
CPC Classifications
C; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/08; C09K19/10; C09K19/20; C09K19/2007; C09K19/30; C09K19/3001; C09K19/34; C09K19/3402; C09K19/3441; C09K19/3444; C09K19/345; C09K19/3458; C09K19/3469; C09K19/42; C09K19/46; C09K2019/3422
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
212 words
A liquid crystal phase consisting essentially of 4 to 36 wt.% of at least one component of the formula I ##STR8## wherein R 1 is alkyl of 1 to 12 C atoms; at least one component of the formula II R.sup.1 --A.sup.2 --Phe--CN II wherein A 2 is Cy, Phe, Phe--COO, Cy--COO, Phe--Phe, Phe--COO--Phe, Phe--PHe--COO--Phe, Cy--Phe or Cy--COO--Phe, Cy is trans-1,4-cyclohexylene, Phe is 1,4-phenylene, and R 1 has the meaning indicated above, whereby the total proportion of compounds of the formulae I and II is more than 5 wt.%, 22to 71 wt.% of one or more components of the formula III R.sup.1 --A.sup.3 --COO--Phe--R.sup.2 III wherein A 3 is Cy or Phe, R 1 and R 2 each are independently alkyl of 1 to 12 C atoms, and Cy and Phe have the meanings indicated above; 0 to 25 wt.% of one or more components of the formula IV and/or VI ##STR9## wherein Z 1 independently is --CO--O-- or --O--CO--, m is 0 or 1 and R 1 , R 2 and A 3 independently have the meanings indicated above; and 0 to 28 wt.% of compounds of the formula Va R.sup.1 --Dio--Phe--CN Va wherein R 1 is alkyl of 1 to 7 C atoms, Dio is trans-1,3-dioxane-2,5-diyl and Phe is 1,4-phenylene.
Claim 2
Dependent Claim
212 words
A liquid crystal phase consisting essentially of 4 to 36 wt.% of at least one component of the formula I ##STR8## wherein R 1 is alkyl of 1 to 12 C atoms; at least one component of the formula II R.sup.1 --A.sup.2 --Phe--CN II wherein A 2 is Cy, Phe, Phe--COO, Cy--COO, Phe--Phe, Phe--COO--Phe, Phe--PHe--COO--Phe, Cy--Phe or Cy--COO--Phe, Cy is trans-1,4-cyclohexylene, Phe is 1,4-phenylene, and R 1 has the meaning indicated above, whereby the total proportion of compounds of the formulae I and II is more than 5 wt.%, 22to 71 wt.% of one or more components of the formula III R.sup.1 --A.sup.3 --COO--Phe--R.sup.2 III wherein A 3 is Cy or Phe, R 1 and R 2 each are independently alkyl of 1 to 12 C atoms, and Cy and Phe have the meanings indicated above; 0 to 25 wt.% of one or more components of the formula IV and/or VI ##STR9## wherein Z 1 independently is --CO--O-- or --O--CO--, m is 0 or 1 and R 1 , R 2 and A 3 independently have the meanings indicated above; and 0 to 28 wt.% of compounds of the formula Va R.sup.1 --Dio--Phe--CN Va wherein R 1 is alkyl of 1 to 7 C atoms, Dio is trans-1,3-dioxane-2,5-diyl and Phe is 1,4-phenylene.
Claim 3
Dependent Claim
24 words
A liquid crystal phase according to claim 1, wherein said phase contains simultaneously compounds of formula III wherein A 3 is Cy and Phe.
Claim 4
Dependent Claim
43 words
A liquid crystal phase according to claim 1, wherein said phase contains compounds of the formula IV selected from the following formulae IVa to IVf R.sup.1 --Phe--COO--Phe--COO--Phe--R.sup.2 IVa R.sup.1 --Cy--COO--Phe--COO--Phe--R.sup.2 IVb R.sup.1 --Phe--COO--Cy--COO--Phe--R.sup.2 IVc R.sup.1 --Phe--OOC--Cy--COO--Phe--R.sup.2 IVd R.sup.1 --Cy--COO--Cy--COO--Phe--R.sup.2 IVe R.sup.1 --Cy--COO--Phe--COO--Cy--R.sup.2 IVf.
Claim 5
Dependent Claim
48 words
A liquid crystal phase according to claim 1, wherein said phase consists essentially of 10% of 4-cyano-4-fluorophenyl p-ethylbenzoate 9% of 4-cyano-3-fluorophenyl p-propylbenzoate 7% of 2-p-cyanophenyl-5-propyl-1,3-dioxane 20% of 4-cyanobiphenyl-4'-yl trans-4-ethylcyclohexanecarboxylate 10% of 4-propyl-4'-cyanobiphenyl 3% of 4-cyanobiphenyl-4'-yl p-(p-heptylphenyl)-benzoate 14.8% of p-pentylphenyl p-methylbenzoate 17.5% of p-pentylphenyl p-propylbenzoate 8.7% of p-pentylphenyl p-pentylbenzoate.
Claim 6
Dependent Claim
41 words
A liquid crystal phase according to claim 1, wherein said phase consists essentially of 7% of 4-cyano-3-fluorophenyl p-ethylbenzoate 7% of 4-cyanobiphenyl-4'-yl trans-4-ethylcyclohexanecarboxylate 15% of 4-cyano-4'-(trans-4-pentylcyclohexyl)-biphenyl 4% of p-(p-propylhexoxycarbonyl)-phenyl trans-4-ethylcyclohexanecarboxylate 24.3% of pe-pentylphenyl p-methylbenzoate 28.4% of p-pentylphenyl p-pentylbenzoate 14.3% of p-pentylphenyl p-pentylbenzoate.
Claim 7
Dependent Claim
49 words
A liquid crystal phase according to claim 1, wherein said phase consists essentially of 10% of 4-cyano-3-fluorophenyl p-ethylbenzoate 10% of 4-cyano-3-fluorophenyl p-propylbenzoate 15% of 4-ethyl-4'-cyanobiphenyl 5% of 2-p-cyanophenyl-5-propyl-1,3-dioxane 20% of 4-cyanobiphenyl-4'-yl trans-4-ethylcyclohexanecarboxylate 2% of p-(p-propylphenoxycarbonyl)-phenyl trans-4-ethylcyclohexanecarboxylate 12% of p-propylphenyl trans-4-propylcyclohexanecarboxylate 14.6% of p-pentylphenyl trans-4-propylcyclohexanecarboxylate and 11.4% of p-heptylphenyl trans-4-propylcyclohexanecarboxylate.
Claim 8
Dependent Claim
50 words
A liquid crystal phase according to claim 1, wherein said phase consists essentially of 10% of 4-cyano-3-fluorophenyl p-ethylbenzoate 8% of 4-cyanobiphenyl-4'-yl trans-4-ethylcyclohexanecarboxylate 8% of 4-cyano-4'-(trans-4-pentylcyclohexyl)-biphenyl 3% of 4-cyanobiphenyl-4'-yl p-(p-heptylphenyl)-benzoate 15.8% of p-pentylphenyl p-methylbenzoate 6.8% of p-pentylphenyl p-propylbenzoate 3.4% of p-pentylphenyl p-pentylbenzoate 14.2% of p-propylphenyl trans-4-propylcyclohexanecarboxylate 17.3% of p-pentylphenyl trans-4-propylcyclohexanecarboxylate and
Claim 9
Dependent Claim
4 words
5% of p-heptylphenyl trans-4-propylcyclohexanecarboxylate.
Claim 10
Dependent Claim
4 words
5% of p-heptylphenyl trans-4-propylcyclohexanecarboxylate.
Claim 11
Dependent Claim
57 words
A liquid crystal phase according to claim 1, wherein said phase consists essentially of 5% of 4-cyano-3-fluorophenyl p-ethylbenzoate 5% of 4-cyano-3-fluorophenyl p-propylbenzoate 10% of 4-ethyl-4'-cyanobiphenyl 15% of 4-butyl-4'-cyanobiphenyl 15% of p-ethoxyphenyl trans-4-propylcyclohexanecarboxylate 15% of p-methoxyphenyl trans-4-butylcyclohexanecarboxylate 10% of p-methoxyphenyl trans-4-pentylcyclohexanecarboxylate 10% of p-ethoxyphenyl trans-4-butylcyclohexanecarboxylate 6% of p-propylphenyl trans-4-(p-propylphenoxycarbonyl)cyclohexanecarboxylate 5% of p-butylphenyl trans-4-(p-butylphenoxycarbonyl)cyclohexanecarboxylate and 4% of p-pentylphenyl trans-4-(p-pentylphenoxycarbonyl)cyclohexanecarboxylate.
Claim 12
Dependent Claim
67 words
A liquid crystal phase according to claim 1, wherein said phase consists essentially of 4% of p-cyanophenyl p-ethylbenzoate 4% of p-cyanophenyl p-propylbenzoate 4% of 4-cyano-3-fluorophenyl p-ethylbenzoate 4% of 4-cyano-3-fluorophenyl p-propylbenzoate 15% of p-trans-4-propylcylcohexyl-benzonitrile 10% of p-trans-4-butylcyclohexyl-benzonitrile 14% of p-ethoxyphenyl trans-4-propylcyclohexanecarboxylate 10% of p-methoxyphenyl trans-4-butylcyclohexanecarboxylate 10% of p-methoxyphenyl trans-4-pentylcyclohexanecarboxylate 10% of p-ethoxyphenyl trans-4-butylcyclohexanecarboxylate 6% of p-(p-butylphenoxycarbonyl)-phenyl p-butylbenzoate 5% of p-propylphenyl trans-4-(p-propylphenoxycarbonyl)cyclohexane carboxylate and 4% of p-pentylphenyl trans-4-(p-pentylphenoxycarbonyl)cyclohexane carboxylate.
Claim 13
Dependent Claim
56 words
A liquid crystal phase according to claim 1, wherein said phase consists essentially of 10% of 4-cyano-3-fluorophenyl p-propylbenzoate 0.93% of p-propylphenyl trans-4-propylcyclohexane carboxylate 8.47% of p-pentylphenyl trans-4-propylcyclohexane carboxylate 6.6% of p-heptylphenyl trans-4-propylcyclohexane carboxylate 17% of 4-cyano-biphenyl-4'-yl trans-4-ethylcyclohexane carboxylate 10% of 4-pentyl-2-fluorophenyl trans-4-(trans-4-pentylcyclohexyl)-cyclohexane carboxylate 9% of trans-1-p-cyanophenyl-4-propylcyclohexane 4% of 4-ethyl-4'-cyanobiphenyl 14% of 2-p-cyanophenyl-5-propyl-1,3-dioxane and 14% of 2-p-cyanophenyl-5-pentyl-1,3-dioxane.
Claim 14
Dependent Claim
50 words
A liquid crystal phase according to claim 1, wherein said phase consists essentially of 4% of 4-cyano-3-fluorophenyl p-propylbenzoate 16% of 4-cyano-biphenyl-4'-yl trans-4-ethylcyclohexane carboxylate 13.23% of p-propylphenyl trans-4-propylcyclohexane carboxylate 16.17% of p-pentylphenyl trans-4-propylcyclohexane carboxylate b 12.6% of p-heptylphenyl trans-4-propylcyclohexane carboxylate 20% of trans-1-p-cyanophenyl-4-propylcyclohexane 13% of 4-pentyl-2-fluorophenyl 4-heptylbiphenyl-4'-carboxylate and 5% of 4-ethyl-4'-cyanobiphenyl.
Claim 15
Dependent Claim
22 words
In an electrooptical display element containing a liquid crystal phase, the improvement wherein said phase is a phase according to claim 1.
Claim 16
Dependent Claim
20 words
A liquid crystal phase according to claim 1, wherein the total proportion of compounds of formula I is 10-20 wt.%.
Claim 17
Dependent Claim
22 words
A liquid crystal phase according to claim 1, wherein the total proportion of compounds of formulae I and II is 29-55 wt.%.
Claim 18
Dependent Claim
21 words
A liquid crystal phase according to claim 1, wherein the total proportion of the components of formula III is 38-67 wt.%.
Claim 19
Dependent Claim
21 words
A liquid crystal phase according to claim 1, wherein the total proportion of the components of formula IV is 4-15 wt.%.
Claim 20
Dependent Claim
21 words
A liquid crystal phase according to claim 1, wherein the total proportion of the compounds of formula Va is 0-7 wt.%.
Claim 21
Dependent Claim
24 words
A liquid crystal phase according to claim 1, wherein the total proportion of compounds of formulae I and II is more than 12 wt.%.
Claim 22
Dependent Claim
22 words
A liquid crystal phase according to claim 1, wherein the total proportion of compounds of formulae I and II is 20-80 wt.%.
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1992-12-11 | 1993-06-12 | 1993-12-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-12-11 | 1997-06-12 | 1997-12-12 | $3760.00 | Window Closed / Lapsed |
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