JPS58177962A - Ester derivative of 4-fluorothiophenol and trans-4-alkylcyclohexyl group-containing carboxylic acid - Google Patents
Ester derivative of 4-fluorothiophenol and trans-4-alkylcyclohexyl group-containing carboxylic acidInfo
- Publication number
- JPS58177962A JPS58177962A JP5910382A JP5910382A JPS58177962A JP S58177962 A JPS58177962 A JP S58177962A JP 5910382 A JP5910382 A JP 5910382A JP 5910382 A JP5910382 A JP 5910382A JP S58177962 A JPS58177962 A JP S58177962A
- Authority
- JP
- Japan
- Prior art keywords
- trans
- liquid crystal
- fluorothiophenol
- carboxylic acid
- formula
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 150000001732 carboxylic acid derivatives Chemical class 0.000 title claims abstract description 7
- -1 Ester derivative of 4-fluorothiophenol Chemical class 0.000 title abstract description 6
- 239000004973 liquid crystal related substance Substances 0.000 claims abstract description 27
- 239000000203 mixture Substances 0.000 claims abstract description 11
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 5
- OKIHXNKYYGUVTE-UHFFFAOYSA-N 4-Fluorothiophenol Chemical compound FC1=CC=C(S)C=C1 OKIHXNKYYGUVTE-UHFFFAOYSA-N 0.000 claims abstract description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract description 8
- 239000000463 material Substances 0.000 abstract description 8
- 150000001875 compounds Chemical class 0.000 abstract description 7
- 230000003287 optical effect Effects 0.000 abstract description 6
- 238000000034 method Methods 0.000 abstract description 5
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract description 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical group C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical group C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 239000000126 substance Substances 0.000 description 7
- NZNMSOFKMUBTKW-UHFFFAOYSA-N cyclohexanecarboxylic acid Chemical compound OC(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-N 0.000 description 5
- 239000004988 Nematic liquid crystal Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- VZFUCHSFHOYXIS-UHFFFAOYSA-N cycloheptane carboxylic acid Natural products OC(=O)C1CCCCCC1 VZFUCHSFHOYXIS-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 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
- WJTZZPVVTSDNJJ-UHFFFAOYSA-N 2-fluorobenzenethiol Chemical compound FC1=CC=CC=C1S WJTZZPVVTSDNJJ-UHFFFAOYSA-N 0.000 description 1
- WRZOHCRRNHPSMR-UHFFFAOYSA-N 4-(4-ethylcyclohexyl)cyclohexane-1-carbonyl chloride Chemical compound C1CC(CC)CCC1C1CCC(C(Cl)=O)CC1 WRZOHCRRNHPSMR-UHFFFAOYSA-N 0.000 description 1
- OQIHEFMTIUJJET-UHFFFAOYSA-N 4-(4-ethylcyclohexyl)cyclohexane-1-carboxylic acid Chemical compound C1CC(CC)CCC1C1CCC(C(O)=O)CC1 OQIHEFMTIUJJET-UHFFFAOYSA-N 0.000 description 1
- XXUSEPRYHRDKFV-CTYIDZIISA-N C1C[C@@H](CCC)CC[C@@H]1C1=CC=C(C#N)C=C1 Chemical compound C1C[C@@H](CCC)CC[C@@H]1C1=CC=C(C#N)C=C1 XXUSEPRYHRDKFV-CTYIDZIISA-N 0.000 description 1
- FURZYCFZFBYJBT-JCNLHEQBSA-N C1C[C@@H](CCCCC)CC[C@@H]1C1=CC=C(C#N)C=C1 Chemical compound C1C[C@@H](CCCCC)CC[C@@H]1C1=CC=C(C#N)C=C1 FURZYCFZFBYJBT-JCNLHEQBSA-N 0.000 description 1
- LSDPYLPHCDWCEQ-QAQDUYKDSA-N CCCCCCC[C@H]1CC[C@@H](CC1)C(=O)Oc1ccc(F)cc1 Chemical compound CCCCCCC[C@H]1CC[C@@H](CC1)C(=O)Oc1ccc(F)cc1 LSDPYLPHCDWCEQ-QAQDUYKDSA-N 0.000 description 1
- MHHQNFQAYOMTRF-SHTZXODSSA-N CCCCC[C@H]1CC[C@@H](CC1)C(=O)Oc1ccc(F)cc1 Chemical compound CCCCC[C@H]1CC[C@@H](CC1)C(=O)Oc1ccc(F)cc1 MHHQNFQAYOMTRF-SHTZXODSSA-N 0.000 description 1
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 description 1
- 210000004460 N cell Anatomy 0.000 description 1
- 239000004990 Smectic liquid crystal Substances 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- RVOJTCZRIKWHDX-UHFFFAOYSA-N cyclohexanecarbonyl chloride Chemical compound ClC(=O)C1CCCCC1 RVOJTCZRIKWHDX-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Liquid Crystal Substances (AREA)
Abstract
Description
【発明の詳細な説明】
本発ＢＡＦｉ、正の誘電異方性を有し、かつ小さい光学
異方性値を有する新規な液晶物質及びそれらを含有する
液晶組成物に関する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to BAFi, novel liquid crystal substances having positive dielectric anisotropy and small optical anisotropy values, and liquid crystal compositions containing them.
液晶を使用した表示表子は時計、電卓などに広く使用さ
れる様に表って来た。この液晶表示素子は液晶物質の光
学異方性及び誘電異方性という性質を利用したものであ
るが、液晶相にはネマチック液晶相、スメクチック液晶
相、コレステリック液晶相があり、そのうちネマチック
液晶を利用したものが最も広く実用化されている。即ち
それらにはＴＮ（ねじれネマチック）型、ＤＳ型（動的
散乱型）、ゲスト・ホスト型、ＤＡＰ型などがあり、そ
れぞれに使用される液晶物質に要求される性質は異る。Display tables using liquid crystals have come to be widely used in watches, calculators, etc. This liquid crystal display element utilizes the properties of optical anisotropy and dielectric anisotropy of liquid crystal materials, and liquid crystal phases include nematic liquid crystal phase, smectic liquid crystal phase, and cholesteric liquid crystal phase, among which nematic liquid crystal is used. The one that has been put into practical use is the most widely used. That is, they include TN (twisted nematic) type, DS (dynamic scattering type), guest-host type, DAP type, etc., and the properties required of the liquid crystal materials used for each type are different.
しか【−５いずれＫしても、これら表示素子に使用され
る液晶物質は自然界のなるべく広い範囲で液晶相を示す
ものが望ましいが、現在のところ単一物質でその様な条
件をみたす様な物質はなく、数種の液晶物質又は非液晶
物質を混合して一応実用に耐える様な物を得ているのが
現状である。又、これらの物質は水分、光、熱、空気等
に対しても安定でなければならないのは勿論であり、更
に表示素子を駆動させる必要なしきい電圧、飽和電圧が
なるべく低いこと、又応答速度を早くする九めＫは粘度
が出来るだけ低いことが望ましい。ところで液晶温度範
囲を高温の方に広くするためＫは高融点の液晶物質を成
分として使用する必要があるが、一般に高融点の液晶物
質は粘度が高く、従ってそれを含む液晶組成物も粘度が
高くなるので、高温、例えば８０℃位まで使用出来る様
な液晶表示素子の応答速度、特に低温でのそれは著るし
くおそくなる傾向にあった。しかるに本発明者らは高い
液晶温度範囲をもちながら低粘度の液晶物質を見つけ本
発明に到った。However, it is desirable that the liquid crystal materials used in these display elements exhibit a liquid crystal phase over as wide a range as possible in nature, but at present there is no single material that can satisfy such conditions. Currently, there is no such substance, and materials that can be put to practical use are currently obtained by mixing several types of liquid crystal substances or non-liquid crystal substances. In addition, these materials must of course be stable against moisture, light, heat, air, etc., and the threshold voltage and saturation voltage necessary to drive the display element must be as low as possible, and the response speed must be as low as possible. It is desirable that the viscosity of K, which speeds up the process, be as low as possible. By the way, in order to widen the liquid crystal temperature range toward high temperatures, it is necessary to use a liquid crystal substance with a high melting point as a component of K, but liquid crystal substances with a high melting point generally have a high viscosity, so the liquid crystal composition containing it also has a high viscosity. As a result, the response speed of liquid crystal display elements that can be used at high temperatures, for example, up to about 80° C., especially at low temperatures, tends to become significantly slower. However, the present inventors found a liquid crystal material with a high liquid crystal temperature range and low viscosity, and arrived at the present invention.
即ち本発明は一般式
％式％
（上式中Ｒは炭素数１〜ｌＯのアルキル基を示し、→（
１ト（Σ又は台を示す）
で表わされる４−フルオルチオフェノフルのトランス−
４−アルキルシクロヘキシル基ヲ有スるカルボ／酸との
エステル誘導体及びそれを少くとも一種含有する液晶組
成物である。That is, the present invention is based on the general formula % (in the above formula, R represents an alkyl group having 1 to 10 carbon atoms, →(
Trans- of 4-fluorothiophenofur represented by 1 (Σ or unit)
The present invention relates to a carbo/acid ester derivative having a 4-alkylcyclohexyl group, and a liquid crystal composition containing at least one thereof.
本発明の化合物は広い温度範囲で液晶槽を示す５例えば
本発明の化合物の一つであるトランス−４−（）ランス
−４’−７’ロピルシクロヘキ又本発明の化合物の誘電
異方性値は＋８〜４程度であシ、光学異方性値は０．０
５〜０．０７と小さい値を示し、特に光学異方性値の小
さい液晶組成物をつくるのに有用である。又本発明の化
合物は粘度を高めることなく液晶組成物のＮ−１点を上
昇させる事が出来る。The compounds of the present invention exhibit liquid crystallinity over a wide temperature range. The value is about +8 to 4, and the optical anisotropy value is 0.0.
It shows a small value of 5 to 0.07, and is particularly useful for producing a liquid crystal composition with a small optical anisotropy value. Furthermore, the compound of the present invention can increase the N-1 point of a liquid crystal composition without increasing the viscosity.
次に本発明の化合物の製造法を示すと既知の方法で製造
されたトランス−４−アルキルシクロヘキシル基を有す
るカルボン酸クロリドと４−フルオロチオフェノールを
ピリジン中で作用させれば、目的の４−フルオロチオフ
ェノールのトランス−４−アルキルシクロヘキシル基ヲ
有するカルボン酸のエステル誘導体が得られる。Next, the method for producing the compound of the present invention will be described. If a carboxylic acid chloride having a trans-4-alkylcyclohexyl group produced by a known method is reacted with 4-fluorothiophenol in pyridine, the desired 4- An ester derivative of a carboxylic acid containing a trans-4-alkylcyclohexyl group of fluorothiophenol is obtained.
化学式で示すと Ｒ（）（）ＣＣｔ＋ Ｈ８−Ｑ−Ｆ −１１ピリジン Ｒｎ Ｃ−Ｓ −Ｇ−Ｆ １ （上式中Ｒ，（）は前記に同じ） 以下実施例によし本発明を災に詳細に説明する。Shown as a chemical formula R()()CCt+ H8-Q-F-11 pyridine Rn C-S -G-F 1 (R in the above formula, () are the same as above) The present invention will be explained in detail below using examples.
実施例１
〔トランス−４−（トランス−４−エチルシクロヘキシ
ル）シクロヘキサンカルボン酸４−フルオロフェニルチ
オエステル０ＩＳＩ造）既知の方法（例えば％開１＠６
６−１８５４４５号記載の方法）で製造したトランス−
４−（トランス−４−エチルシクロヘキシル）シクロヘ
キサンカルボン酸クロリド２．６ ｆ （０，０１モル
）を、４−フルオロチオフェノール１，８Ｆ（０，０１
モル）をピリジン２０ｇ／に溶かしたものに加える。反
応液をよく攪拌し１晩放置してからトルエン２００ ｚ
ｔを加え、分液漏斗でそのトルエン層を、まず６Ｎ塩酸
で、ついで２Ｎ苛性ソーダ溶液で、最后に水で中性にな
るまで洗浄する。それを無水硫酸ナトリウムで乾燥後、
トルエン層を減圧で留去する。析出した結晶をエタノ−
＃１００ｇ／で再結晶すると目的物であるトランス−４
−１ツンスー４−エチルシクロヘキシル）シクロヘキサ
ンカルボン酸４−フルオロフェニルチオエステルが得ら
れた。収量２．１ｆ、収率６０％。このもののＣ−８ｍ
点は７７．８℃、Ｓｍ−Ｎ点は１８９．０℃、Ｎ−Ｉ点
は１７２．０℃であった。Example 1 [Trans-4-(trans-4-ethylcyclohexyl)cyclohexanecarboxylic acid 4-fluorophenylthioester 0ISI preparation] Known methods (e.g. % open 1@6
Trans- produced by the method described in No. 6-185445)
2.6 f (0.01 mol) of 4-(trans-4-ethylcyclohexyl)cyclohexanecarboxylic acid chloride was added to 4-fluorothiophenol 1,8F (0.01 mol).
mol) is dissolved in 20 g of pyridine. Stir the reaction solution well and leave it overnight, then add 200 z of toluene.
The toluene layer is washed in a separatory funnel first with 6N hydrochloric acid, then with 2N sodium hydroxide solution, and finally with water until neutral. After drying it with anhydrous sodium sulfate,
The toluene layer is distilled off under reduced pressure. Ethanol the precipitated crystals
When recrystallized with #100g/, the target product trans-4
-1 4-ethylcyclohexyl)cyclohexanecarboxylic acid 4-fluorophenylthioester was obtained. Yield 2.1f, yield 60%. This thing C-8m
The point was 77.8°C, the Sm-N point was 189.0°C, and the N-I point was 172.0°C.
実施例２〜８
実施例１におけるトランス−４−（トランス−４−エチ
ルシクロヘキシル）シクロヘキサンカルボン酸クロリド
の代りに他のアルキル基を有スルトランス−４−（）ラ
ンス−４−アルキルシクロヘキシル）シクロヘキサンカ
ルボン酸クロリド０．０１モル又は４−（トランス−４
−アルキルシクロヘキシル）安息香酸クロリド０．０１
モルを使用して全く同様な操作で４−フルオロチオフェ
ノールのトランス−４−アルキルシクロヘキシル基を有
するカルボン酸とのエステル誘導体を製造した。これら
の結果を実施例１の結果と共に第１表に示す。Examples 2 to 8 Sultrans-4-()trans-4-alkylcyclohexyl)cyclohexanecarboxylic acid chloride with other alkyl group in place of trans-4-(trans-4-ethylcyclohexyl)cyclohexanecarboxylic acid chloride in Example 1 0.01 mol of acid chloride or 4-(trans-4
-alkylcyclohexyl)benzoic acid chloride 0.01
An ester derivative of 4-fluorothiophenol with a carboxylic acid having a trans-4-alkylcyclohexyl group was prepared in exactly the same manner using mol. These results are shown in Table 1 together with the results of Example 1.
第１表
実施例９（応用例１）
トランス−４−ペンチルシクロヘキサンカルボン酸４−
フルオロフェニルエステル ４部トランス−４−ヘプチ
ルシクロヘキサンカルボン酸４−フルオロフェニルエス
テル ４部トランス−４−（）ランス−４’−７’ロピ
ルシクロヘキシル）シクロヘキサンカルボン酸４−フル
オロフェニルチオエステル（実ＭｆｌＪ２の化合物）
１部トランス−４−（）ラン
ス−４′−ペンチルシクロヘキシル）シクロヘキサンカ
ルボン酸４−フルオロフェニルチオエステル（実Ｊｌｉ
ｆ１４の化合物） １部の液
晶混合物のＮ−Ｉ点は４９．５℃で、それを使用したＴ
Ｎセルのしきい値電圧は１．９Ｖ、飽和電圧は２．６ｖ
であった。又誘電異方性値は＋８．２０℃での粘度は２
Ｓ ｅｐ 、光学異方性値は０．０７であった。Table 1 Example 9 (Application Example 1) Trans-4-pentylcyclohexanecarboxylic acid 4-
Fluorophenyl ester 4 parts trans-4-heptylcyclohexanecarboxylic acid 4-fluorophenyl ester 4 parts trans-4-()trans-4'-7'ropylcyclohexyl)cyclohexanecarboxylic acid 4-fluorophenyl thioester (compound of actual MflJ2 )
1 part trans-4-()trans-4'-pentylcyclohexyl)cyclohexanecarboxylic acid 4-fluorophenylthioester (Real Jli
f14 compound) The N-I point of one part of the liquid crystal mixture was 49.5°C, and the T
N cell threshold voltage is 1.9V, saturation voltage is 2.6V
Met. Also, the dielectric anisotropy value is +8.The viscosity at 20℃ is 2
The Sep and optical anisotropy values were 0.07.
実施例１０（応用例２）
トランス−４−プロピル−（４′−シアノフェニル）シ
クロヘキサン ２８％
トランス−４−ペンチルー（４′−シアノフェニル）シ
クロヘキサン ４２％
トランス−４−ヘプチル−（４’−シアノフェニル）シ
クロヘキサン ８０％
なる液晶混合物Ａのネマチック温度範囲は一８℃〜５２
℃である。ΔＣは＋１１．８、しきい電圧は１．５８Ｖ
、飽和電圧は２．１２ Ｖ、２０°Ｃでの粘度は２８
ｃｐである。Example 10 (Application Example 2) Trans-4-propyl-(4'-cyanophenyl)cyclohexane 28% Trans-4-pentyl-(4'-cyanophenyl)cyclohexane 42% Trans-4-heptyl-(4'-cyano The nematic temperature range of liquid crystal mixture A consisting of 80% phenyl)cyclohexane is -8°C to 52°C.
It is ℃. ΔC is +11.8, threshold voltage is 1.58V
, saturation voltage is 2.12 V, viscosity at 20°C is 28
It is cp.
この混合物Ａ９５部に本発明の実施例７の４−（トラン
ス−４７−ペンチルシクロヘキシル）安、１１酸４−フ
ルオロフェニルチオエステル５部を加えた液晶組成物の
ネマチック液晶温度範囲は一５γ５９℃に広がり粘度は
２０℃で２４６ｐ％ΔＣは＋１１．０、しきい電圧は１
．５５Ｖ、飽和電圧は２．１８Ｖであり、粘度をあまり
上げずにネマチック温度範囲を広げることができた。The nematic liquid crystal temperature range of the liquid crystal composition obtained by adding 5 parts of 4-(trans-47-pentylcyclohexyl)ammonyl, 11-acid 4-fluorophenylthioester of Example 7 of the present invention to 95 parts of this mixture A expanded to -5γ59°C. Viscosity is 20℃, 246p%ΔC is +11.0, threshold voltage is 1
．． 55V, the saturation voltage was 2.18V, and the nematic temperature range could be expanded without increasing the viscosity much.
以上that's all
Claims (2)
はＫ）又は（ｙを示す） で表わされる４−フルオロチオフェノールのトランス−
４−アルキルシクロヘキシル基含有するカルボン酸との
エステル誘導体。(1) Trans-4-fluorothiophenol represented by the general formula (in the above formula, R represents an alkyl group having 1 to 10 carbon atoms, → history is K) or (y)
Ester derivative with carboxylic acid containing 4-alkylcyclohexyl group.
甲はＫ）又は台を示す） １翳沼れる４−フルオロチオフェノールのトランス−４
−アルキルシクロヘキシル基含有するカルボン酸とのエ
ステル誘導体を少くとも一種含有することを特徴とする
液晶組成物。(2) General formula (in the above formula, RFi represents an alkyl group having 1 to 10 carbon atoms, ÷
(K) or stand) 1 Trans-4 of 4-fluorothiophenol
- A liquid crystal composition comprising at least one ester derivative with a carboxylic acid containing an alkylcyclohexyl group.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5910382A JPS58177962A (en) | 1982-04-09 | 1982-04-09 | Ester derivative of 4-fluorothiophenol and trans-4-alkylcyclohexyl group-containing carboxylic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5910382A JPS58177962A (en) | 1982-04-09 | 1982-04-09 | Ester derivative of 4-fluorothiophenol and trans-4-alkylcyclohexyl group-containing carboxylic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS58177962A true JPS58177962A (en) | 1983-10-18 |
Family
ID=13103648
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5910382A Pending JPS58177962A (en) | 1982-04-09 | 1982-04-09 | Ester derivative of 4-fluorothiophenol and trans-4-alkylcyclohexyl group-containing carboxylic acid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS58177962A (en) |
-
1982
- 1982-04-09 JP JP5910382A patent/JPS58177962A/en active Pending
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