DE168115C - - Google Patents

Info

Publication number

DE168115C

DE168115C DENDAT168115D DE168115DA DE168115C DE 168115 C DE168115 C DE 168115C DE NDAT168115 D DENDAT168115 D DE NDAT168115D DE 168115D A DE168115D A DE 168115DA DE 168115 C DE168115 C DE 168115C

Authority

DE

Germany

Prior art keywords

naphthylenediamine

aminophenol

class

hydrochloric acid

melt

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.)

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• HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 15
• PLIKAWJENQZMHA-UHFFFAOYSA-N 4-Aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 claims description 7
• 238000000034 method Methods 0.000 claims description 5
• 239000000155 melt Substances 0.000 claims description 4
• 238000010438 heat treatment Methods 0.000 claims description 2
• 239000003973 paint Substances 0.000 claims 1
• 238000002360 preparation method Methods 0.000 claims 1
• 235000011121 sodium hydroxide Nutrition 0.000 claims 1
• VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
• 125000003277 amino group Chemical group 0.000 description 6
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
• PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 3
• 150000004985 diamines Chemical class 0.000 description 3
• 239000000047 product Substances 0.000 description 3
• RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-Naphthylamine Chemical group C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 2
• UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
• 230000015572 biosynthetic process Effects 0.000 description 2
• 238000009833 condensation Methods 0.000 description 2
• 230000005494 condensation Effects 0.000 description 2
• RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
• 238000005755 formation reaction Methods 0.000 description 2
• 239000007800 oxidant agent Substances 0.000 description 2
• 238000005887 phenylation reaction Methods 0.000 description 2
• CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-Aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
• IMPPGHMHELILKG-UHFFFAOYSA-N 4-ethoxyaniline Chemical compound CCOC1=CC=C(N)C=C1 IMPPGHMHELILKG-UHFFFAOYSA-N 0.000 description 1
• JSTCPNFNKICNNO-UHFFFAOYSA-N 4-nitrosophenol Chemical compound OC1=CC=C(N=O)C=C1 JSTCPNFNKICNNO-UHFFFAOYSA-N 0.000 description 1
• BZORFPDSXLZWJF-UHFFFAOYSA-N Dimethyl-4-phenylenediamine Chemical compound CN(C)C1=CC=C(N)C=C1 BZORFPDSXLZWJF-UHFFFAOYSA-N 0.000 description 1
• BHAAPTBBJKJZER-UHFFFAOYSA-N P-Anisidine Chemical compound COC1=CC=C(N)C=C1 BHAAPTBBJKJZER-UHFFFAOYSA-N 0.000 description 1
• CBCKQZAAMUWICA-UHFFFAOYSA-N P-Phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
• ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Natural products OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
• 150000001412 amines Chemical group 0.000 description 1
• -1 aromatic nitro compound Chemical class 0.000 description 1
• 238000009835 boiling Methods 0.000 description 1
• 238000006243 chemical reaction Methods 0.000 description 1
• 150000001875 compounds Chemical class 0.000 description 1
• 239000000706 filtrate Substances 0.000 description 1
• 239000000463 material Substances 0.000 description 1
• 230000004048 modification Effects 0.000 description 1
• 238000006011 modification reaction Methods 0.000 description 1
• 150000002989 phenols Chemical class 0.000 description 1
• 239000002244 precipitate Substances 0.000 description 1
• 238000003756 stirring Methods 0.000 description 1
• QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
• 238000005406 washing Methods 0.000 description 1