WO1981000853A1 - Liquid crystal material with low value of optical anisotropy and method of making it - Google Patents
Liquid crystal material with low value of optical anisotropy and method of making itInfo
- Publication number
- WO1981000853A1 WO1981000853A1 PCT/SU1979/000095 SU7900095W WO8100853A1 WO 1981000853 A1 WO1981000853 A1 WO 1981000853A1 SU 7900095 W SU7900095 W SU 7900095W WO 8100853 A1 WO8100853 A1 WO 8100853A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- acid
- water
- maτeρiala
- veschesτvο
- weight
- Prior art date
Links
- 239000000463 material Substances 0.000 title claims abstract description 33
- 230000003287 optical effect Effects 0.000 title claims abstract description 5
- 239000004973 liquid crystal related substance Substances 0.000 title abstract description 3
- 238000004519 manufacturing process Methods 0.000 title description 5
- 239000002253 acid Substances 0.000 claims description 27
- 239000000203 mixture Substances 0.000 claims description 16
- 239000007788 liquid Substances 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- 150000001408 amides Chemical class 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 4
- 239000002178 crystalline material Substances 0.000 claims description 4
- 230000000694 effects Effects 0.000 claims description 4
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 claims description 3
- 230000003993 interaction Effects 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 2
- 239000011344 liquid material Substances 0.000 claims 2
- 241000950638 Symphysodon discus Species 0.000 claims 1
- 150000008065 acid anhydrides Chemical class 0.000 claims 1
- 230000018044 dehydration Effects 0.000 claims 1
- 238000006297 dehydration reaction Methods 0.000 claims 1
- HOQADATXFBOEGG-UHFFFAOYSA-N isofenphos Chemical compound CCOP(=S)(NC(C)C)OC1=CC=CC=C1C(=O)OC(C)C HOQADATXFBOEGG-UHFFFAOYSA-N 0.000 claims 1
- 229910001338 liquidmetal Inorganic materials 0.000 claims 1
- 239000000126 substance Substances 0.000 abstract description 8
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 24
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- 238000003756 stirring Methods 0.000 description 5
- 239000005711 Benzoic acid Substances 0.000 description 4
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- -1 2-chloro-4-cyanophenyl ester Chemical class 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 231100001261 hazardous Toxicity 0.000 description 2
- 239000005457 ice water Substances 0.000 description 2
- 238000009434 installation Methods 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 239000013049 sediment Substances 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- SDKUOEOJAXGCLU-UHFFFAOYSA-N 3-chloro-4-methylbenzoic acid Chemical compound CC1=CC=C(C(O)=O)C=C1Cl SDKUOEOJAXGCLU-UHFFFAOYSA-N 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 229940006015 4-hydroxybutyric acid Drugs 0.000 description 1
- 235000002198 Annona diversifolia Nutrition 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 241000282838 Lama Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- 239000003989 dielectric material Substances 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000011874 heated mixture Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 235000021190 leftovers Nutrition 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/02—Liquid crystal materials characterised by optical, electrical or physical properties of the components, in general
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
- C09K19/46—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing esters
Definitions
- the indicated material also has an unacceptably low ⁇ GS value. , ⁇ what is the variation of the magnitude ⁇ ⁇ . Depending on the structure, the practitioner is not able to use it.
- This material is mixed by the compilers, each of which receives material from both: dielectric and non-volatile products. The resulting mixture is heated while stirring and before the mixture is transferred to a liquid, after which it is cooled down to a room temperature.
- the objective of the present invention was to produce a liquid crystalline material having a lower imprisonment.
- lowering ⁇ ⁇ will increase the loss of liquid and crystalline toxic substances
- the material used is liquid crystalline material, which is a small component of the material that prevents the use of high-level electricity and / or
- ⁇ l ⁇ l ⁇ yaizhenn ⁇ e value ⁇ l ⁇ iches ⁇ y aniz ⁇ ii ma ⁇ e ⁇ iala, ⁇ i e ⁇ m ⁇ zhches ⁇ v ⁇ vesches ⁇ va ⁇ s ⁇ s ⁇ avlyae ⁇ 4,9-30,0% by weight, and ⁇ liches ⁇ v ⁇ vesches ⁇ va ⁇ s ⁇ s ⁇ avlyae ⁇ 5 70,0-95,1% by weight.
- This material is provided .
- a special white, turbid liquid in a liquid crystalline state and a colorless flowing liquid in the presence of a high degree of solubility and emissivity are provided .
- Table I there are examples illustrating the invention, with a quick display of the material and its properties.
- the offered liquid compositions have a lower value of the optical value than the known materials, which is
- a flask containing an agitator and a droplet flask holds 8.6 g of 2-acid-4-hydroxybutyric acid and 50 ml of pyridine. When stirring and stirring and cooling, add 7.72 g
- reaction mass is poured into the acidified ice water.
- the precipitated sediment is filtered and washed out of the water for a neutral reaction.
- the garden is dried on the air. Install from the bezel / t. Pl. 152-210 ⁇ /, and then from
- the mixture is heated and stirred at ⁇ 00 ° C and kept at a temperature of I hour. Cool to 20 ° C and pour into water.
- Wastes wash out and dry over ⁇ ⁇ ⁇ »Partly, it turns out to rot, and it stops through silica gel.
- Amide 2-acid-4- / ⁇ -n-heptylbenzoyloxy / -benzoic acid $ 73.4, mp 58- ⁇ 6 ⁇ ° ⁇ / from ethanol /.
- the target price of the product is $ 45, t.pl, 25-28 ° C / w / Hexane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Liquid Crystal Substances (AREA)
- Pivots And Pivotal Connections (AREA)
- Joining Of Building Structures In Genera (AREA)
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19792953841 DE2953841A1 (de) | 1979-09-28 | 1979-09-28 | Liquid crystal material with low value of optical anisotropy and method of making it |
GB8115636A GB2072214B (en) | 1979-09-28 | 1979-09-28 | Liquid crystal material with low value of optical anisotropy and method of making it |
PCT/SU1979/000095 WO1981000853A1 (en) | 1979-09-28 | 1979-09-28 | Liquid crystal material with low value of optical anisotropy and method of making it |
JP50002579A JPS56501284A (enrdf_load_html_response) | 1979-09-28 | 1979-09-28 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
WOSU79/00095 | 1979-09-28 | ||
PCT/SU1979/000095 WO1981000853A1 (en) | 1979-09-28 | 1979-09-28 | Liquid crystal material with low value of optical anisotropy and method of making it |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1981000853A1 true WO1981000853A1 (en) | 1981-04-02 |
Family
ID=21616562
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/SU1979/000095 WO1981000853A1 (en) | 1979-09-28 | 1979-09-28 | Liquid crystal material with low value of optical anisotropy and method of making it |
Country Status (4)
Country | Link |
---|---|
JP (1) | JPS56501284A (enrdf_load_html_response) |
DE (1) | DE2953841A1 (enrdf_load_html_response) |
GB (1) | GB2072214B (enrdf_load_html_response) |
WO (1) | WO1981000853A1 (enrdf_load_html_response) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4460770A (en) * | 1981-06-18 | 1984-07-17 | Hoffmann-La Roche Inc. | Liquid crystal mixture |
US4490277A (en) * | 1981-05-29 | 1984-12-25 | Grebenkin Mikhail F | Mesomorphic material with low optical anisotropy and process for producing same |
US4560496A (en) * | 1983-09-30 | 1985-12-24 | Dietrich Demus | Liquid crystalline nematic compounds |
US4582986A (en) * | 1980-11-21 | 1986-04-15 | Stockburger H | Method and apparatus for the characteristic marking and/or identification of a data-carrier |
US4664840A (en) * | 1979-05-28 | 1987-05-12 | E. Merck | Liquid crystal compounds |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4603018A (en) * | 1982-09-27 | 1986-07-29 | Chisso Corporation | 2-cyano-4-halogenophenyl esters |
US5342544A (en) * | 1991-10-28 | 1994-08-30 | Asahi Denka Kogyo Kabushiki Kaisha | Liquid crystal composition |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1406363A (en) * | 1972-07-13 | 1975-09-17 | Suwa Seikosha Kk | Aryl cyanobenzoates having nematic liquid crystal properties nematic liquid crystal materials and electro-optical display devices provided therewith |
GB1407777A (en) * | 1973-03-02 | 1975-09-24 | Hoffmann La Roche | Aromatic esters containing isonitrile groups and their use in liquid crystal materials |
GB1437878A (en) * | 1973-08-31 | 1976-06-03 | Dainippon Toryo Kk | Nematic liquid crystal compositions |
JPS5120993B2 (enrdf_load_html_response) * | 1971-12-16 | 1976-06-29 | ||
US4029594A (en) * | 1976-06-17 | 1977-06-14 | Rca Corporation | Novel liquid crystal compounds and electro-optic devices incorporating them |
DE2625217B2 (de) * | 1975-06-05 | 1978-04-06 | Dai Nippon Toryo Co., Ltd., Osaka (Japan) | Zimtsäureester und diese enthaltende nematische Flüssigkristallmassen |
US4138359A (en) * | 1976-05-25 | 1979-02-06 | Citizen Watch Co., Ltd. | Liquid crystal composition and method for making same |
-
1979
- 1979-09-28 DE DE19792953841 patent/DE2953841A1/de not_active Ceased
- 1979-09-28 GB GB8115636A patent/GB2072214B/en not_active Expired
- 1979-09-28 JP JP50002579A patent/JPS56501284A/ja active Pending
- 1979-09-28 WO PCT/SU1979/000095 patent/WO1981000853A1/ru unknown
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5120993B2 (enrdf_load_html_response) * | 1971-12-16 | 1976-06-29 | ||
GB1406363A (en) * | 1972-07-13 | 1975-09-17 | Suwa Seikosha Kk | Aryl cyanobenzoates having nematic liquid crystal properties nematic liquid crystal materials and electro-optical display devices provided therewith |
GB1407777A (en) * | 1973-03-02 | 1975-09-24 | Hoffmann La Roche | Aromatic esters containing isonitrile groups and their use in liquid crystal materials |
GB1437878A (en) * | 1973-08-31 | 1976-06-03 | Dainippon Toryo Kk | Nematic liquid crystal compositions |
DE2625217B2 (de) * | 1975-06-05 | 1978-04-06 | Dai Nippon Toryo Co., Ltd., Osaka (Japan) | Zimtsäureester und diese enthaltende nematische Flüssigkristallmassen |
US4138359A (en) * | 1976-05-25 | 1979-02-06 | Citizen Watch Co., Ltd. | Liquid crystal composition and method for making same |
US4029594A (en) * | 1976-06-17 | 1977-06-14 | Rca Corporation | Novel liquid crystal compounds and electro-optic devices incorporating them |
Non-Patent Citations (1)
Title |
---|
D. Demus: "Flussige Kristalle in Tabellen", published in 1974, publishing house "VEB Deutscher Verlag fur Grendstoffindustrie", Leipzig, page 34 * |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4664840A (en) * | 1979-05-28 | 1987-05-12 | E. Merck | Liquid crystal compounds |
US4582986A (en) * | 1980-11-21 | 1986-04-15 | Stockburger H | Method and apparatus for the characteristic marking and/or identification of a data-carrier |
US4490277A (en) * | 1981-05-29 | 1984-12-25 | Grebenkin Mikhail F | Mesomorphic material with low optical anisotropy and process for producing same |
US4460770A (en) * | 1981-06-18 | 1984-07-17 | Hoffmann-La Roche Inc. | Liquid crystal mixture |
US4560496A (en) * | 1983-09-30 | 1985-12-24 | Dietrich Demus | Liquid crystalline nematic compounds |
Also Published As
Publication number | Publication date |
---|---|
DE2953841A1 (de) | 1982-02-04 |
JPS56501284A (enrdf_load_html_response) | 1981-09-10 |
GB2072214B (en) | 1984-02-15 |
GB2072214A (en) | 1981-09-30 |
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Legal Events
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AK | Designated states |
Designated state(s): CH DE GB JP US |
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RET | De translation (de og part 6b) |
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