JPH0555513B2 - - Google Patents
Info
- Publication number
- JPH0555513B2 JPH0555513B2 JP6562788A JP6562788A JPH0555513B2 JP H0555513 B2 JPH0555513 B2 JP H0555513B2 JP 6562788 A JP6562788 A JP 6562788A JP 6562788 A JP6562788 A JP 6562788A JP H0555513 B2 JPH0555513 B2 JP H0555513B2
- Authority
- JP
- Japan
- Prior art keywords
- diamino
- diphenyl
- acid
- bisthiazole
- benzo
- 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 - Lifetime
Links
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 claims description 10
- HVXLKRWRWNFGBA-UHFFFAOYSA-N 2,5-diaminobenzene-1,4-dithiol;dihydrochloride Chemical compound Cl.Cl.NC1=CC(S)=C(N)C=C1S HVXLKRWRWNFGBA-UHFFFAOYSA-N 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 229960004050 aminobenzoic acid Drugs 0.000 claims description 4
- 125000005605 benzo group Chemical group 0.000 claims description 3
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- JWLNXHODHNBWPR-UHFFFAOYSA-N [1,3]thiazolo[5,4-f][1,3]benzothiazole Chemical compound C1=C2SC=NC2=CC2=C1N=CS2 JWLNXHODHNBWPR-UHFFFAOYSA-N 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 239000012429 reaction media Substances 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000012043 crude product Substances 0.000 description 4
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 description 4
- 229940098779 methanesulfonic acid Drugs 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 229920000137 polyphosphoric acid Polymers 0.000 description 3
- 239000002253 acid Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000012456 homogeneous solution Substances 0.000 description 2
- 239000012264 purified product Substances 0.000 description 2
- JRNVQLOKVMWBFR-UHFFFAOYSA-N 1,2-benzenedithiol Chemical compound SC1=CC=CC=C1S JRNVQLOKVMWBFR-UHFFFAOYSA-N 0.000 description 1
- CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 125000006615 aromatic heterocyclic group Chemical group 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000007033 dehydrochlorination reaction Methods 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6562788A JPH01316386A (ja) | 1988-03-22 | 1988-03-22 | ２，６−（４，４’−ジアミノージフェニル）ベンゾ〔１，２−ｄ：４，５−ｄ’〕ビスチアゾールの製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6562788A JPH01316386A (ja) | 1988-03-22 | 1988-03-22 | ２，６−（４，４’−ジアミノージフェニル）ベンゾ〔１，２−ｄ：４，５−ｄ’〕ビスチアゾールの製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH01316386A JPH01316386A (ja) | 1989-12-21 |
| JPH0555513B2 true JPH0555513B2 (cs) | 1993-08-17 |
Family
ID=13292445
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6562788A Granted JPH01316386A (ja) | 1988-03-22 | 1988-03-22 | ２，６−（４，４’−ジアミノージフェニル）ベンゾ〔１，２−ｄ：４，５−ｄ’〕ビスチアゾールの製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH01316386A (cs) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH07220930A (ja) * | 1994-02-07 | 1995-08-18 | Mosutetsuku:Kk | リードフレーム枠体 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5766510A (en) * | 1995-08-25 | 1998-06-16 | Dai Nippon Printing Co., Ltd. | Liquid crystalline compound and use thereof |
-
1988
- 1988-03-22 JP JP6562788A patent/JPH01316386A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH07220930A (ja) * | 1994-02-07 | 1995-08-18 | Mosutetsuku:Kk | リードフレーム枠体 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH01316386A (ja) | 1989-12-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term |