IL41362A - Liquid crystalline p-alkyl-benzoic acid p-cyanophenyl esters and their preparation - Google Patents
Liquid crystalline p-alkyl-benzoic acid p-cyanophenyl esters and their preparationInfo
- Publication number
- IL41362A IL41362A IL41362A IL4136273A IL41362A IL 41362 A IL41362 A IL 41362A IL 41362 A IL41362 A IL 41362A IL 4136273 A IL4136273 A IL 4136273A IL 41362 A IL41362 A IL 41362A
- Authority
- IL
- Israel
- Prior art keywords
- acid
- cyanophenyl ester
- mixture
- ester
- cyanophenyl
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/58—Preparation of carboxylic acid halides
- C07C51/60—Preparation of carboxylic acid halides by conversion of carboxylic acids or their anhydrides or esters, lactones, salts into halides with the same carboxylic acid part
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/04—Monocyclic monocarboxylic acids
-
- 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
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/20—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers
- C09K19/2007—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers the chain containing -COO- or -OCO- groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Crystallography & Structural Chemistry (AREA)
- Materials Engineering (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Liquid Crystal Substances (AREA)
- Underground Structures, Protecting, Testing And Restoring Foundations (AREA)
Claims (1)
1. CLAIMS 1. Process for the manufacture of a compound of the general formula wherein R represents a straight-chain alkyl group containing 4 to 8 carbon atoms, hich process comprises a) reacting a compound of the general formula wherein R has the significance given above and X represents a leaving atom or group, with p-hydroxybenzonitrile , or b) dehydrating a compound of the general formula wherein R has the significance given above, or c) reacting a compound of the general formula 41362/5 wherein R has the significance given above and Y represents a halogen atom or an arylsulphonyloxy group, with cuprous cyanide or sodium cyanide, or d) dehydrating a compound of the general formula wherein R has the significance given above, diazotising a compound of the general formula wherein R has the significance given above, and reacting the diazonium salt obtained with cuprous cyanide, 2. Process according to claim 1, wherein a compound of formula II, III, V or VI in which R represents a straight chain alkyl group containing 4 to 8 carbon atoms is used as the starting material. - 0 - 41362/2 £: 3· Process according to Claim 2, wherein p-n-butylbenzoic acid chloride is reacted with p-h droxybenzoni rile or p-n-butylbenzoic acid p'-oximinophenyl ester is dehydrated* 4· Process according to Claim 2, wherein p-n-pentyl-benzoic acid chloride is reacted with p-hydroxybenzonitrile. 5· Process according to Claim 2, wherein p-n-hexylbenzoic acid chloride is reacted with p-hydrox benzonitrile. 6# Process according to Claim 2, wherein p-n-heptyl-benzoic acid chloride is reacted with p-hydroxybenzonitrile. 7· Process according to Claim 2, wherein p-n-octylbenzoic acid chloride is reacted with p-hydroxybenzonitrile or p-n-octylbenzoic acid p'-bromopheny1 ester is reacted with cuprous cyanide* 8. Process for the manu acture of the compounds of formula I given in Claim lv substantially as hereinbefore described with reference to Examples 1 to 7» 9* Process for the manufacture of an electro-optical device, which process comprises filling into a cell a nematic compound of formula I given in Claim 1 or a mixture of such compounds with one another and/or with other nematic substances and/or with non-nematle substances, except with compounds of the general formula 41562/3 ^ wherein R' represents a straight-chain alk l group containing 2 to 3 carbon atoms, a straight-chain alkoxy group containing 4 to 7 carbon atoms or a straight-chain alkanoyloxy group containing 2 to 8 carbon atoms. 10. Process according to Claim 9# wherein a mixture of compounds of formula I with one another is used. 11. Process according to Claim 9» wherein a mixture of p-n-heptylbenzoic acid p'-cyanophenyl ester with p-n-butylbenzoic acid p'-cyanophenyl ester is used. 12. Process according to Claim 9» wherein a mixture of p-n-heptylbenzoic acid p'-oyanophenyl ester with p-n-pentyl-benzoic acid p'-cyanophenyl ester is used. 13. Process according to Claim 9» wherein a mixture of p-n-octylbenzoic acid p'-cyanophenyl ester with p-n-butyl-benzoio acid p'-c anophen 1 ester is used. 14. Process according to Claim 9» wherein a mixture of p-n-octylbenzoic aoid p'-cyanophenyl ester with p-n-hexyl-benzoic acid p'-cyanophenyl ester is used. 15. Process according to Claim 9$ wherein a mixture of p-n-hexylbenzoie acid p'-cyanophenyl ester with p-n-butylbenzoic acid p'-cyanophenyl ester is used. 16· A process for the production of nematic mixtures* which process comprises mixing compounds of formula I given in Claim 1 with one another and/or with other nematic substances 41362/2 -wherein R' represents^ straight-chain alkyl group containing 2 to 8 carbon atoms, a straight-chain alkoxy group containing 4 to 7 carbon atoms or a straight-chain alkanoyloxy group containing 2 to 8 carbon atoms. 17. Process according to Claim 16 wherein p-n-heptyl-benzoic acid p 1 -cyanophenyl ester is mixed with p-n-butyl-benzoic acid p* -cyanophenyl ester. 18. Process according to Claim 16, wherein p-n-heptyl-benzoic acid p 1 -cyanophenyl ester is mixed with p-n-pentyl-benzoic acid p' -cyanophenyl ester. 19. Process according to Claim 16, wherein p-n-octyl-benzoic acid p ' -cyanophenyl ester is mixed with p-n-butylbenzoic acid p ' -cyanophenyl ester. 20. Process according to Claim 16, wherein p-n-octyl-benzoic acid p ' -cyanophenyl ester is mixed with p-n-hexylbenzoic acid p '-cyanophenyl ester. 21. Process according to Claim 16 , wherein p-n-hexylbenzoic acid p' -cyanophenyl ester is mixed with p-n-butylbenzoic acid p ' -cyanophenyl ester. 22. A nematic mixture for electro-optical purposes which consists of a mixture of compounds of formula I given in Claim 1 with one another and/or with other nematic substances and/or with non-nematic substances, except with compounds of the 41362/2 wherein R' represents a straight-chain alkyl group containing 2 to 8 carbon atoms, a straight-chain alkoxy group containing 4 to 7 carbon atoms or a straight-chain alkanoyloxy group containing 2 to 8 carbon atoms. 23. A nematic mixture according to Claim 22 which consists of a mixture of p-n-heptylbenzoic acid p · -cyanophenyl ester and p-n-butylbenzoic acid p' -cyanophenyl ester. 24. A nematic mixture according to Claim 22 which consists of a mixture of p-n-heptylbenzoic acid p ' -cyanophenyl ester and p-n-pentylbenzoic acid p · -cyanophenyl ester. 25. A nematic mixture according to Claim 22 which consists of a mixture of p-n-octylbenzoic acid p' -cyanophenyl ester and p-n-butylbenzoic acid p ' -cyanophenyl ester. 26. A nematic mixture according to Claim 22 which consists of a mixture of p-n-octylbenzoic acid p ' -cyanophenyl ester and p-n-hexylbenzoic acid p ' -cyanophenyl ester. 27. A nematic mixture according to Claim 22 which consists of a mixture of p-n-hexylbenzoic acid p 1 -cyanophenyl ester and p-n-butylbenzoic acid p ' -cyanophenyl ester. 28. A compound of the general formula - 24 - 41362/2 wherein R represents a straight-chain alkyl group containing 4 to 8 carbon atoms, whenever prepared according to the process of Claim 1 or by an obvious chemical equivalent thereof. 29. compound of formula I given in Claim 28, whenever prepared according to the process of Claim 2 or by an obvious chemical equivalent thereof. 30. p-n-Butylbenzoic acid p 1 -cyanophenyl ester, whenever prepared according to the process of Claim 3 or by an obvious chemical equivalent thereof. 31. p-n-Pentylbenzoic acid p 1 -cyanophenyl ester, whenever prepared according to the process of Claim 4 or by an obvious chemical equivalent thereof. 32. p-n-Hexylbenzoic acid p ' -cyanophenyl ester, whenever prepared according to the process of Claim 5 or by an obvious chemical equivalent thereof. 33. p-n-Heptylbenzoic acid p ' -cyanophenyl ester, whenever prepared according to the process of Claim 6 or by an obvious chemical equivalent thereof. 34. p-n-Octylbenzoic acid p ' -cyanophenyl ester, whenever prepared according to the process of Claim 7 or by an obvious chemical equivalent thereof. 41362/2 '· compound of the general formula wherein R represents a straight-chain alkyl group containing 4 to 8 carbon atoms. 36. p-n-Butylbenzoic acid p'-cyanophenyl ester. 37. p-n-Pentylbenzoic acid p'-cyanophenyl ester. 38. p-n-Hexylbenzoic acid p'-cyanophenyl ester. 39. p-n-Heptylbenzoic acid p'-cyanophenyl ester. 40. ~~ p-n-Octylbenzoic acid p'-cyanophenyl ester. D: rms
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH258672A CH565234A5 (en) | 1972-02-23 | 1972-02-23 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL41362A0 IL41362A0 (en) | 1973-03-30 |
| IL41362A true IL41362A (en) | 1976-02-29 |
Family
ID=4237116
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL41362A IL41362A (en) | 1972-02-23 | 1973-01-22 | Liquid crystalline p-alkyl-benzoic acid p-cyanophenyl esters and their preparation |
Country Status (20)
| Country | Link |
|---|---|
| JP (2) | JPS5211677B2 (en) |
| AR (1) | AR195823A1 (en) |
| AT (1) | AT335530B (en) |
| AU (1) | AU444106B2 (en) |
| BE (1) | BE795776A (en) |
| CA (1) | CA1013364A (en) |
| CH (1) | CH565234A5 (en) |
| CS (4) | CS177856B2 (en) |
| DD (2) | DD110737A5 (en) |
| ES (1) | ES411901A1 (en) |
| FR (1) | FR2173165B1 (en) |
| GB (1) | GB1373610A (en) |
| IL (1) | IL41362A (en) |
| IT (1) | IT978487B (en) |
| NL (1) | NL152917B (en) |
| NO (2) | NO132477C (en) |
| SE (2) | SE402278B (en) |
| SU (3) | SU511849A3 (en) |
| TR (1) | TR18233A (en) |
| ZA (1) | ZA73331B (en) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4978683A (en) * | 1972-12-06 | 1974-07-29 | ||
| JPS50111042A (en) * | 1974-02-13 | 1975-09-01 | ||
| JPS50111043A (en) * | 1974-02-15 | 1975-09-01 | ||
| JPS5177591A (en) * | 1974-12-28 | 1976-07-05 | Dainippon Toryo Kk | Nemachitsukuekishososeibutsu |
| JPS54126775U (en) * | 1978-02-22 | 1979-09-04 | ||
| DE2937911A1 (en) * | 1978-09-19 | 1980-03-27 | Daikin Ind Ltd | FLUORINE-CONTAINING PHENYLBENZOATE COMPOUNDS, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE |
| FR2439765A1 (en) * | 1978-10-27 | 1980-05-23 | Thomson Csf | MESOMORPHIC ORGANIC COMPOUND HAVING A CHEMICAL FORMULA DERIVED FROM A TETRAFLUOROBENZOIC ACID, AND LIQUID CRYSTAL DEVICE USING SUCH A COMPOUND |
| JPH0438873Y2 (en) * | 1985-08-30 | 1992-09-10 | ||
| JPH045986Y2 (en) * | 1986-05-12 | 1992-02-19 | ||
| US4833794A (en) * | 1988-08-10 | 1989-05-30 | Advance Systems, Inc. | Dryer apparatus for floating a running web and having baffle means for spent return air |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2024269A1 (en) * | 1970-05-19 | 1971-12-02 | Merck Patent Gmbh | Nematic mixtures - of low melting point, used in electronics |
-
0
- BE BE795776D patent/BE795776A/en unknown
-
1972
- 1972-02-23 CH CH258672A patent/CH565234A5/xx not_active IP Right Cessation
-
1973
- 1973-01-16 ZA ZA730331A patent/ZA73331B/en unknown
- 1973-01-18 AU AU51229/73A patent/AU444106B2/en not_active Expired
- 1973-01-22 IL IL41362A patent/IL41362A/en unknown
- 1973-01-31 IT IT19833/73A patent/IT978487B/en active
- 1973-02-07 AR AR246463A patent/AR195823A1/en active
- 1973-02-09 CS CS970A patent/CS177856B2/cs unknown
- 1973-02-09 CS CS828A patent/CS177893B2/cs unknown
- 1973-02-09 CS CS829A patent/CS177894B2/cs unknown
- 1973-02-09 CS CS827A patent/CS177892B2/cs unknown
- 1973-02-19 NL NL737302276A patent/NL152917B/en not_active IP Right Cessation
- 1973-02-20 CA CA164,069A patent/CA1013364A/en not_active Expired
- 1973-02-21 DD DD177564*A patent/DD110737A5/xx unknown
- 1973-02-21 SE SE7302455A patent/SE402278B/en unknown
- 1973-02-21 DD DD168980A patent/DD108525A5/xx unknown
- 1973-02-21 JP JP48020324A patent/JPS5211677B2/ja not_active Expired
- 1973-02-22 TR TR18233A patent/TR18233A/en unknown
- 1973-02-22 FR FR7306255A patent/FR2173165B1/fr not_active Expired
- 1973-02-22 ES ES411901A patent/ES411901A1/en not_active Expired
- 1973-02-22 NO NO730/73A patent/NO132477C/no unknown
- 1973-02-22 AT AT155373A patent/AT335530B/en not_active IP Right Cessation
- 1973-02-23 GB GB905273A patent/GB1373610A/en not_active Expired
- 1973-06-06 NO NO2390/73A patent/NO139052C/en unknown
- 1973-11-29 SU SU1971743A patent/SU511849A3/en active
- 1973-11-29 SU SU1971741A patent/SU515440A3/en active
- 1973-11-29 SU SU1971742A patent/SU520031A3/en active
-
1975
- 1975-01-29 SE SE7500978A patent/SE7500978L/xx unknown
- 1975-04-16 JP JP50045391A patent/JPS522902B2/ja not_active Expired
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