DE251334C - - Google Patents

Info

Publication number

DE251334C

DE251334C DENDAT251334D DE251334DA DE251334C DE 251334 C DE251334 C DE 251334C DE NDAT251334 D DENDAT251334 D DE NDAT251334D DE 251334D A DE251334D A DE 251334DA DE 251334 C DE251334 C DE 251334C

Authority

DE

Germany

Prior art keywords

xylidine

mother liquor

sulfates

sulfate

remaining

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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• 238000000034 method Methods 0.000 claims description 14
• 239000012452 mother liquor Substances 0.000 claims description 11
• QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 9
• VOWZNBNDMFLQGM-UHFFFAOYSA-N 2,5-dimethylaniline Chemical group CC1=CC=C(C)C(N)=C1 VOWZNBNDMFLQGM-UHFFFAOYSA-N 0.000 claims description 8
• 239000000203 mixture Substances 0.000 claims description 6
• 150000003467 sulfuric acid derivatives Chemical class 0.000 claims description 6
• CDULGHZNHURECF-UHFFFAOYSA-N 2,3-dimethylaniline 2,4-dimethylaniline 2,5-dimethylaniline 2,6-dimethylaniline 3,4-dimethylaniline 3,5-dimethylaniline Chemical class CC1=CC=C(N)C(C)=C1.CC1=CC=C(C)C(N)=C1.CC1=CC(C)=CC(N)=C1.CC1=CC=C(N)C=C1C.CC1=CC=CC(N)=C1C.CC1=CC=CC(C)=C1N CDULGHZNHURECF-UHFFFAOYSA-N 0.000 claims description 5
• 238000001816 cooling Methods 0.000 claims description 5
• 239000013078 crystal Substances 0.000 claims description 5
• QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 3
• 239000003513 alkali Substances 0.000 claims description 3
• 229910001854 alkali hydroxide Inorganic materials 0.000 claims description 3
• 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 3
• 238000009835 boiling Methods 0.000 claims description 3
• AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 3
• 239000006188 syrup Substances 0.000 claims description 3
• 235000020357 syrup Nutrition 0.000 claims description 3
• -1 xylidine sulfates Chemical class 0.000 claims description 3
• 230000002378 acidificating effect Effects 0.000 claims description 2
• 239000000920 calcium hydroxide Substances 0.000 claims description 2
• 229910001861 calcium hydroxide Inorganic materials 0.000 claims description 2
• 230000002035 prolonged effect Effects 0.000 claims description 2
• 238000001640 fractional crystallisation Methods 0.000 claims 1
• CTQNGGLPUBDAKN-UHFFFAOYSA-N o-dimethylbenzene Natural products CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 1
• 239000002244 precipitate Substances 0.000 claims 1
• 238000002360 preparation method Methods 0.000 claims 1
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
• 239000007858 starting material Substances 0.000 description 5
• 239000002585 base Substances 0.000 description 4
• 230000007935 neutral effect Effects 0.000 description 4
• WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
• HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
• 238000002425 crystallisation Methods 0.000 description 3
• 230000008025 crystallization Effects 0.000 description 3
• 239000002994 raw material Substances 0.000 description 3
• 150000003839 salts Chemical class 0.000 description 3
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
• 239000002253 acid Substances 0.000 description 2
• BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
• 238000010992 reflux Methods 0.000 description 2
• OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
• KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
• 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
• 230000021736 acetylation Effects 0.000 description 1
• 238000006640 acetylation reaction Methods 0.000 description 1
• 230000001476 alcoholic effect Effects 0.000 description 1
• 125000003277 amino group Chemical group 0.000 description 1
• 239000000987 azo dye Substances 0.000 description 1
• 238000007664 blowing Methods 0.000 description 1
• 238000002474 experimental method Methods 0.000 description 1
• 235000019253 formic acid Nutrition 0.000 description 1
• 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
• 238000004508 fractional distillation Methods 0.000 description 1
• 239000012458 free base Substances 0.000 description 1
• 238000010438 heat treatment Methods 0.000 description 1
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
• 238000006386 neutralization reaction Methods 0.000 description 1
• 238000011084 recovery Methods 0.000 description 1
• 239000012266 salt solution Substances 0.000 description 1
• 235000011121 sodium hydroxide Nutrition 0.000 description 1
• 239000002699 waste material Substances 0.000 description 1

Cited By (2)