Patent US4521327A successfully refreshed from Google Patents.
US4521327A
Expired / Lapsed
US
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Nematic liquid crystals and method for production thereof
Assignee: Werk fuer Fernsehelektronik im VEB Kombinat Mikroelektronik VEB
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Filing: 1983-02-03
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Granted: 1985-06-04
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Expires: 2003-02-03
Abstract
Abstract The invention relates to nematic liquid crystals, especially for electro-optical components for the modulation of transmitted or reflected light, as well as for the display of numbers, symbols and images, exhibiting favorable physical characteristics, as well as to a method for the production of the new substances. It has been found that new liquid crystal 2-substituted-1,3-dioxane-5-carboxylic acid esters of the general formula ##STR1## are suited for use in electro-optical components for the modulation of the light, as well as for the display of numbers, symbols and images, and can be used alone, in mixtures with each other and/or in mixtures with additional liquid crystal or non-liquid crystal substances. In the method for the production of the new liquid crystal trans-2-substituted-1,3-dioxane-5-carboxylic acid esters, 2-substituted-1,3-dioxane carboxylic acids, with halogen donors such as thionyl chloride, sulfuryl chloride or phosphoric halides, preferably in the absence of organic bases, are converted into the corresponding acid chlorides, which are subsequently esterified in well-known fashion with alcohols or substituted phenols.
Inventors
- 👤 Dietrich Demus
- 👤 Hans-Matthias Vorbrodt
- 👤 Anton Hauser
- 👤 Jorg Vogel
- 👤 Horst Zaschke
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 19:27
CPC Classifications
C; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/34; C09K19/3402; C07; C07D; C07D319/00; C07D319/04; C07D319/06; C09K2019/3422
Claims Analysis
Total Claims: 57
Claim 1
Independent Claim
13 words
A 2-substituted-1,3-dioxane-5-carboxylic acid ester having the general formula ##STR43## with n=1 to 10.
Claim 2
Dependent Claim
13 words
A 2-substituted-1,3-dioxane-5-carboxylic acid ester having the general formula ##STR43## with n=1 to 10.
Claim 3
Dependent Claim
7 words
Trans-2-n-propyl-1,3-dioxane-5-carboxylic acid-(4-cyanophenyl ester) according to claim 1.
Claim 4
Dependent Claim
7 words
Trans-2-n-butyl-1,3-dioxane-5-carboxylic acid-(4-cyanophenyl ester) according to claim 1.
Claim 5
Dependent Claim
7 words
Trans-2-n-pentyl-1,3-dioxane-5-carboxylic acid-(4-cyanophenyl ester) according to claim 1.
Claim 6
Dependent Claim
7 words
Trans-2-n-hexyl-1,3-dioxane-5-carboxylic acid-(4-cyanophenyl ester) according to claim 1.
Claim 7
Dependent Claim
7 words
Trans-2-n-heptyl-1,3-dioxane-5-carboxylic acid-(4-cyanophenyl ester) according to claim 1.
Claim 8
Dependent Claim
7 words
Trans-2-n-octyl-1,3-dioxane-5-carboxylic acid-(4-cyanophenyl ester) according to claim 1.
Claim 9
Dependent Claim
7 words
Trans-2-n-nonyl-1,3-dioxane-5-carboxylic acid-(4-cyanophenyl ester) according to claim 1.
Claim 10
Dependent Claim
7 words
Trans-2-n-nonyl-1,3-dioxane-5-carboxylic acid-(4-nitrophenyl ester) according to claim 1.
Claim 11
Dependent Claim
7 words
Trans-2-n-hexyl-1,3-dioxane-5-carboxylic acid-(4-n-hexylphenyl ester) according to claim 1.
Claim 12
Dependent Claim
8 words
Trans-2-n-butyl-1,3-dioxane-5-carboxylic acid-(4-n-pentyl cyclohexyl ester) according to claim 1.
Claim 13
Dependent Claim
9 words
Trans-2-n-hexyl-1,3-dioxane-5-carboxylic acid (4-n-pentyl cyclohexyl ester) according to claim 1.
Claim 14
Dependent Claim
8 words
Trans-2-n-hexyl-1,3-dioxane-5-carboxylic acid-(4-n-hexoxy phenyl ester) according to claim 1.
Claim 15
Dependent Claim
3 words
Trans-2-n-hexyl-1,3-dioxane-5-carboxylic acid-(4-(2,2'-dicyanoethenyl)-phenyl ester).
Claim 16
Dependent Claim
3 words
Trans-2-n-hexyl-1,3-dioxane-5-carboxylic acid-(4-(2,2'-dicyanoethenyl)-phenyl ester).
Claim 17
Dependent Claim
3 words
Trans-4-n-nonyl-1,3-dioxane-5-carboxylic acid-(4-(2,2'-dicyanoethenyl)-phenyl ester).
Claim 18
Dependent Claim
3 words
Trans-4-n-nonyl-1,3-dioxane-5-carboxylic acid-(4-(2,2'-dicyanoethenyl)-phenyl ester).
Claim 19
Dependent Claim
3 words
Trans-4-n-hexyl-1,3-dioxane-5-carboxylic acid-(4-cyanoethylphenyl ester).
Claim 20
Dependent Claim
3 words
Trans-4-n-hexyl-1,3-dioxane-5-carboxylic acid-(4-cyanoethylphenyl ester).
Claim 21
Dependent Claim
3 words
Trans-4-n-octyl-1,3-dioxane-5-carboxylic acid-(4-cyanoethylphenyl ester).
Claim 22
Dependent Claim
3 words
Trans-4-n-octyl-1,3-dioxane-5-carboxylic acid-(4-cyanoethylphenyl ester).
Claim 23
Dependent Claim
3 words
Trans-4-n-nonyl-1,3-dioxane-5-carboxylic acid-(4-cyanoethylphenyl ester).
Claim 24
Dependent Claim
3 words
Trans-4-n-nonyl-1,3-dioxane-5-carboxylic acid-(4-cyanoethylphenyl ester).
Claim 25
Dependent Claim
3 words
Trans-2-(4-n-butylphenyl)-1,3-dioxane-5-carboxylic acid-(4-ethylphenyl ester).
Claim 26
Dependent Claim
3 words
Trans-2-(4-n-butylphenyl)-1,3-dioxane-5-carboxylic acid-(4-ethylphenyl ester).
Claim 27
Dependent Claim
3 words
Trans-2-(4-n-hexoxyphenyl)-1,3-dioxane-5-carboxylic acid-(4-(2,2'-dicyanoethenyl)-phenyl ester).
Claim 28
Dependent Claim
3 words
Trans-2-(4-n-hexoxyphenyl)-1,3-dioxane-5-carboxylic acid-(4-(2,2'-dicyanoethenyl)-phenyl ester).
Claim 29
Dependent Claim
6 words
2-n-hexyl-1,3-dioxane-5-carboxylic acid-(4-(4-methylphenoxycarbonyl)-phenylester) according to claim 1.
Claim 30
Dependent Claim
8 words
2-n-hexyl-1,3-dioxane-5-carboxylic acid-(4-(4-n-butoxyphen oxycarbonyl)-phenyl ester) according to claim 1.
Claim 31
Dependent Claim
3 words
2-n-hexyl-1,3-dioxane-5-carboxylic acid-(4-(4-n-heptoxy-phenoxycarbonyl)-2-ethylphenyl ester).
Claim 32
Dependent Claim
3 words
2-n-hexyl-1,3-dioxane-5-carboxylic acid-(4-(4-n-heptoxy-phenoxycarbonyl)-2-ethylphenyl ester).
Claim 33
Dependent Claim
6 words
Trans-2-(4n-butylphenyl)-1,3-dioxane-5-carboxylic acid-(4-cyanophenylester) according to claim 1.
Claim 34
Dependent Claim
2 words
Trans-2-(4-n-hexylphenyl)-1,3-dioxane-5-carboxylic acid-(4-cyanophenylester).
Claim 35
Dependent Claim
2 words
Trans-2-(4-n-hexylphenyl)-1,3-dioxane-5-carboxylic acid-(4-cyanophenylester).
Claim 36
Dependent Claim
2 words
Trans-2-(4-methoxyphenyl)-1,3-dioxane-5-carboxylic acid-(4-cyanophenylester).
Claim 37
Dependent Claim
2 words
Trans-2-(4-methoxyphenyl)-1,3-dioxane-5-carboxylic acid-(4-cyanophenylester).
Claim 38
Dependent Claim
2 words
Trans-2-(4-ethoxyphenyl)-1,3-dioxane-5-carboxylic acid-(4-cyanophenylester).
Claim 39
Dependent Claim
2 words
Trans-2-(4-ethoxyphenyl)-1,3-dioxane-5-carboxylic acid-(4-cyanophenylester).
Claim 40
Dependent Claim
2 words
Trans-2-(4-n-butoxyphenyl)-1,3-dioxane-5-carboxylic acid-(4-cyanophenylester).
Claim 41
Dependent Claim
2 words
Trans-2-(4-n-butoxyphenyl)-1,3-dioxane-5-carboxylic acid-(4-cyanophenylester).
Claim 42
Dependent Claim
2 words
Trans-2-(4-n-pentoxyphenyl)-1,3-dioxane-5-carboxylic acid-(4-cyanophenylester).
Claim 43
Dependent Claim
2 words
Trans-2-(4-n-pentoxyphenyl)-1,3-dioxane-5-carboxylic acid-(4-cyanophenylester).
Claim 44
Dependent Claim
2 words
Trans-2-(4-n-hexoxyphenyl)-1,3-dioxane-5-carboxylic acid-4-cyanophenylester).
Claim 45
Dependent Claim
2 words
Trans-2-(4-n-hexoxyphenyl)-1,3-dioxane-5-carboxylic acid-4-cyanophenylester).
Claim 46
Dependent Claim
7 words
Trans-2-(4-n-butylphenyl)-1,3-dioxane-5-carboxylic acid-(4-nitrophenyl ester) according to claim 1.
Claim 47
Dependent Claim
6 words
Trans-2-(4-n-ethoxyphenyl)-1,3-dioxane-5-carboxylic acid-(4-n-heptoxyphenylester) according to claim 1.
Claim 48
Dependent Claim
6 words
Trans-2-(4-n-hexoxyphenyl)-1,3-dioxane-5-carboxylic acid-(4-nitrophenylester) according to claim 1.
Claim 49
Dependent Claim
4 words
Trans-2-(4-n-butylphenyl)-1,3-dioxane-5-thiocarboxylic acid-(4-ethyl phenyl ester).
Claim 50
Dependent Claim
4 words
Trans-2-(4-n-butylphenyl)-1,3-dioxane-5-thiocarboxylic acid-(4-ethyl phenyl ester).
Claim 51
Dependent Claim
3 words
Trans-2-(4-n-butylphenyl)-1,3-dioxane-5-thiocarboxylic acid-(4-n-butylphenyl ester).
Claim 52
Dependent Claim
3 words
Trans-2-(4-n-butylphenyl)-1,3-dioxane-5-thiocarboxylic acid-(4-n-butylphenyl ester).
Claim 53
Dependent Claim
27 words
An electro-optical device for modulation of transmitted or reflected light, or for display of numbers, symbols and images, containing a nematic, liquid crystal compound of claim 1.
Claim 54
Dependent Claim
3 words
Trans-2-(4-n-butyl-phenyl)-1,3-dioxane-5-thiocarboxylic acid-(4-nitrophenyl ester).
Claim 55
Dependent Claim
3 words
Trans-2-(4-n-butyl-phenyl)-1,3-dioxane-5-thiocarboxylic acid-(4-nitrophenyl ester).
Claim 56
Dependent Claim
51 words
A 2-substituted-1,3-dioxane-5-carboxylic acid ester having the general formula ______________________________________
##STR44##
in which
##STR45## and Y = R.sup.2
or
X = R.sup.3
and Y = R.sup.4
wherein
R.sup.1 = C.sub.n H.sub.2n+1 ; C.sub.n H.sub.2n+1 O; CN; NO.sub.2 ;
##STR46##
R.sup.3 = C.sub.n H.sub.2n+1
##STR47##
Z = COO;
______________________________________ with n=1 to 10.
Claim 57
Dependent Claim
51 words
A 2-substituted-1,3-dioxane-5-carboxylic acid ester having the general formula ______________________________________
##STR44##
in which
##STR45## and Y = R.sup.2
or
X = R.sup.3
and Y = R.sup.4
wherein
R.sup.1 = C.sub.n H.sub.2n+1 ; C.sub.n H.sub.2n+1 O; CN; NO.sub.2 ;
##STR46##
R.sup.3 = C.sub.n H.sub.2n+1
##STR47##
Z = COO;
______________________________________ with n=1 to 10.
References Cited (Backward Citations)
US4086002A
Cited
US4393231A
Cited
US4348324A
Cited
US4200580A
Cited
US4344856A
Cited
GB2067586A
Cited
US4298528A
Cited
US4313878A
Cited
GB2092169A
Cited
US4325830A
Cited
EP0056501A2
Cited
JPS57139074A
Cited
FR2508032A1
Cited
DE3227916A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-06-03 | 1988-12-03 | 1989-06-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-06-03 | 1992-12-03 | 1993-06-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-06-03 | 1996-12-03 | 1997-06-04 | $7700.00 | Window Closed / Lapsed |