JPH0158177B2 - - Google Patents

Info

Publication number: JPH0158177B2
Authority: JP; Japan
Prior art keywords: acid; reaction; diamino; dihydroterephthalate; diaminoterephthalic
Prior art date: 1982-01-29
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

Application number

JP1177082A

Other languages

English (en)

Japanese (ja)

Other versions

JPS58131948A (ja

Inventor

Tadashi Matsuo

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Nippon Kayaku Co Ltd

Original Assignee

Nippon Kayaku Co Ltd

Priority date (The priority date 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 date listed.)

1982-01-29

Filing date

1982-01-29

Publication date

1989-12-11

1982-01-29 Application filed by Nippon Kayaku Co Ltd filed Critical Nippon Kayaku Co Ltd

1982-01-29 Priority to JP1177082A priority Critical patent/JPS58131948A/ja

1983-08-06 Publication of JPS58131948A publication Critical patent/JPS58131948A/ja

1989-12-11 Publication of JPH0158177B2 publication Critical patent/JPH0158177B2/ja

Status Granted legal-status Critical Current

Links

WIOZZYWDYUOMAY-UHFFFAOYSA-N 2,5-diaminoterephthalic acid Chemical compound NC1=CC(C(O)=O)=C(N)C=C1C(O)=O WIOZZYWDYUOMAY-UHFFFAOYSA-N 0.000 claims description 8
XHYQPEXIKXAQQU-UHFFFAOYSA-N 2,5-diaminocyclohexa-1,4-diene-1,4-dicarboxylic acid Chemical compound NC1=C(C(O)=O)CC(N)=C(C(O)=O)C1 XHYQPEXIKXAQQU-UHFFFAOYSA-N 0.000 claims description 5
239000003513 alkali Substances 0.000 claims description 5
239000003518 caustics Substances 0.000 claims description 3
238000004519 manufacturing process Methods 0.000 claims description 3
LJRGBERXYNQPJI-UHFFFAOYSA-M sodium;3-nitrobenzenesulfonate Chemical compound [Na+].[O-][N+](=O)C1=CC=CC(S([O-])(=O)=O)=C1 LJRGBERXYNQPJI-UHFFFAOYSA-M 0.000 claims description 3
PSVSZBOMJGAVRS-UHFFFAOYSA-N 2,3-diaminoterephthalic acid Chemical compound NC1=C(N)C(C(O)=O)=CC=C1C(O)=O PSVSZBOMJGAVRS-UHFFFAOYSA-N 0.000 claims 1
230000003301 hydrolyzing effect Effects 0.000 claims 1
230000001590 oxidative effect Effects 0.000 claims 1
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
238000006243 chemical reaction Methods 0.000 description 7
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 3
239000005695 Ammonium acetate Substances 0.000 description 3
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
229940043376 ammonium acetate Drugs 0.000 description 3
235000019257 ammonium acetate Nutrition 0.000 description 3
239000002904 solvent Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
ONMOULMPIIOVTQ-UHFFFAOYSA-N 98-47-5 Chemical compound OS(=O)(=O)C1=CC=CC([N+]([O-])=O)=C1 ONMOULMPIIOVTQ-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
238000000034 method Methods 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
PBBXJBOFMIHTSC-UHFFFAOYSA-N 1,6-dioxecane-2,5,7,10-tetrone Chemical compound O=C1CCC(=O)OC(=O)CCC(=O)O1 PBBXJBOFMIHTSC-UHFFFAOYSA-N 0.000 description 1
MUFZXBPNVPXWAV-UHFFFAOYSA-N 2,5-dinitroterephthalic acid Chemical compound OC(=O)C1=CC([N+]([O-])=O)=C(C(O)=O)C=C1[N+]([O-])=O MUFZXBPNVPXWAV-UHFFFAOYSA-N 0.000 description 1
238000006105 Hofmann reaction Methods 0.000 description 1
241000282320 Panthera leo Species 0.000 description 1
QOSMNYMQXIVWKY-UHFFFAOYSA-N Propyl levulinate Chemical compound CCCOC(=O)CCC(C)=O QOSMNYMQXIVWKY-UHFFFAOYSA-N 0.000 description 1
239000005708 Sodium hypochlorite Substances 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
238000011109 contamination Methods 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
239000013078 crystal Substances 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
AEBVCXSXMAJGRT-UHFFFAOYSA-N diethyl 2,5-diaminocyclohexa-1,4-diene-1,4-dicarboxylate Chemical compound CCOC(=O)C1=C(N)CC(C(=O)OCC)=C(N)C1 AEBVCXSXMAJGRT-UHFFFAOYSA-N 0.000 description 1
239000000975 dye Substances 0.000 description 1
125000004494 ethyl ester group Chemical group 0.000 description 1
229920006015 heat resistant resin Polymers 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
230000036571 hydration Effects 0.000 description 1
238000006703 hydration reaction Methods 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
239000012535 impurity Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
-1 methanol -Dimethyl dihydroterephthalate Chemical compound 0.000 description 1
150000004702 methyl esters Chemical class 0.000 description 1
239000000203 mixture Substances 0.000 description 1
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
239000000049 pigment Substances 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
239000000047 product Substances 0.000 description 1
238000000746 purification Methods 0.000 description 1
UGQZLDXDWSPAOM-UHFFFAOYSA-N pyrrolo[3,4-f]isoindole-1,3,5,7-tetrone Chemical compound C1=C2C(=O)NC(=O)C2=CC2=C1C(=O)NC2=O UGQZLDXDWSPAOM-UHFFFAOYSA-N 0.000 description 1
239000002994 raw material Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000006479 redox reaction Methods 0.000 description 1
238000010992 reflux Methods 0.000 description 1
DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
238000000926 separation method Methods 0.000 description 1
229940077386 sodium benzenesulfonate Drugs 0.000 description 1
SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
MZSDGDXXBZSFTG-UHFFFAOYSA-M sodium;benzenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC=CC=C1 MZSDGDXXBZSFTG-UHFFFAOYSA-M 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1

Landscapes

Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

JP1177082A 1982-01-29 1982-01-29 ２，５−ジアミノテレフタル酸の製造法 Granted JPS58131948A (ja)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP1177082A JPS58131948A (ja)	1982-01-29	1982-01-29	２，５−ジアミノテレフタル酸の製造法

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP1177082A JPS58131948A (ja)	1982-01-29	1982-01-29	２，５−ジアミノテレフタル酸の製造法

Publications (2)

Publication Number	Publication Date
JPS58131948A JPS58131948A (ja)	1983-08-06
JPH0158177B2 true JPH0158177B2 (fr)	1989-12-11

Family

ID=11787204

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP1177082A Granted JPS58131948A (ja)	1982-01-29	1982-01-29	２，５−ジアミノテレフタル酸の製造法

Country Status (1)

Country	Link
JP (1)	JPS58131948A (fr)

1982
- 1982-01-29 JP JP1177082A patent/JPS58131948A/ja active Granted

Also Published As

Publication number	Publication date
JPS58131948A (ja)	1983-08-06

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