JPS636543B2 - - Google Patents
Info
- Publication number
- JPS636543B2 JPS636543B2 JP11065879A JP11065879A JPS636543B2 JP S636543 B2 JPS636543 B2 JP S636543B2 JP 11065879 A JP11065879 A JP 11065879A JP 11065879 A JP11065879 A JP 11065879A JP S636543 B2 JPS636543 B2 JP S636543B2
- Authority
- JP
- Japan
- Prior art keywords
- reaction
- cyclohexane
- malonitrile
- dicyanomethylene
- bis
- 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.)
- Expired
Links
- JXPDNDHCMMOJPC-UHFFFAOYSA-N 2-hydroxybutanedinitrile Chemical compound N#CC(O)CC#N JXPDNDHCMMOJPC-UHFFFAOYSA-N 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 3
- POXIZPBFFUKMEQ-UHFFFAOYSA-N 2-cyanoethenylideneazanide Chemical group [N-]=C=[C+]C#N POXIZPBFFUKMEQ-UHFFFAOYSA-N 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 description 10
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 4
- UCMIRNVEIXFBKS-UHFFFAOYSA-N beta-alanine Chemical compound NCCC(O)=O UCMIRNVEIXFBKS-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 125000003545 alkoxy group Chemical group 0.000 description 3
- NXQNMVFWIRBUHX-UHFFFAOYSA-N 2-[4-(dicyanomethylidene)cyclohexylidene]propanedinitrile Chemical compound N#CC(C#N)=C1CCC(=C(C#N)C#N)CC1 NXQNMVFWIRBUHX-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000004471 Glycine Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 229940000635 beta-alanine Drugs 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- MGNZXYYWBUKAII-UHFFFAOYSA-N cyclohexa-1,3-diene Chemical compound C1CC=CC=C1 MGNZXYYWBUKAII-UHFFFAOYSA-N 0.000 description 2
- DCZFGQYXRKMVFG-UHFFFAOYSA-N cyclohexane-1,4-dione Chemical compound O=C1CCC(=O)CC1 DCZFGQYXRKMVFG-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
- 239000005695 Ammonium acetate Substances 0.000 description 1
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 1
- 235000004279 alanine Nutrition 0.000 description 1
- 235000001014 amino acid Nutrition 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 229940043376 ammonium acetate Drugs 0.000 description 1
- 235000019257 ammonium acetate Nutrition 0.000 description 1
- 230000008602 contraction Effects 0.000 description 1
- NMGSDTSOSIPXTN-UHFFFAOYSA-N cyclohexa-1,2-diene Chemical compound C1CC=C=CC1 NMGSDTSOSIPXTN-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 229960002449 glycine Drugs 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11065879A JPS5634661A (en) | 1979-08-29 | 1979-08-29 | Preparation of 1,4-bis dicyanomethylene cyclohexane |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11065879A JPS5634661A (en) | 1979-08-29 | 1979-08-29 | Preparation of 1,4-bis dicyanomethylene cyclohexane |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5634661A JPS5634661A (en) | 1981-04-06 |
| JPS636543B2 true JPS636543B2 (OSRAM) | 1988-02-10 |
Family
ID=14541210
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11065879A Granted JPS5634661A (en) | 1979-08-29 | 1979-08-29 | Preparation of 1,4-bis dicyanomethylene cyclohexane |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5634661A (OSRAM) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20230040763A (ko) * | 2021-09-16 | 2023-03-23 | 현대제철 주식회사 | 차체 구조물 및 그 제조방법 |
| KR20230040762A (ko) * | 2021-09-16 | 2023-03-23 | 현대제철 주식회사 | 차체 구조물 및 그 제조방법 |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59100740A (ja) * | 1982-11-24 | 1984-06-11 | 河本製機株式会社 | 経糸巻取り張力制御装置 |
| JPS6170038A (ja) * | 1984-09-10 | 1986-04-10 | 三菱レイヨン株式会社 | 整経機の自動巻取方法及び装置 |
| JPS61296138A (ja) * | 1985-06-25 | 1986-12-26 | 株式会社 エンジニアリングト−ヨ− | 整経機 |
-
1979
- 1979-08-29 JP JP11065879A patent/JPS5634661A/ja active Granted
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20230040763A (ko) * | 2021-09-16 | 2023-03-23 | 현대제철 주식회사 | 차체 구조물 및 그 제조방법 |
| KR20230040762A (ko) * | 2021-09-16 | 2023-03-23 | 현대제철 주식회사 | 차체 구조물 및 그 제조방법 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5634661A (en) | 1981-04-06 |
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