BE439987A - - Google Patents

Info

Publication number

BE439987A

BE439987A BE439987DA BE439987A BE 439987 A BE439987 A BE 439987A BE 439987D A BE439987D A BE 439987DA BE 439987 A BE439987 A BE 439987A

Authority

BE

Belgium

Prior art keywords

ammonia

adiponitrile

adipic acid

reaction

acid

Prior art date

Links

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• QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 41
• WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 28
• 229910021529 ammonia Inorganic materials 0.000 claims description 20
• BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 claims description 14
• 238000006243 chemical reaction Methods 0.000 claims description 14
• 239000003054 catalyst Substances 0.000 claims description 10
• 238000000034 method Methods 0.000 claims description 9
• NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 8
• 150000002148 esters Chemical class 0.000 claims description 8
• 239000002253 acid Substances 0.000 claims description 7
• 230000007935 neutral effect Effects 0.000 claims description 6
• 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 4
• 238000004519 manufacturing process Methods 0.000 claims description 4
• 239000001361 adipic acid Substances 0.000 description 13
• 235000011037 adipic acid Nutrition 0.000 description 13
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
• -1 aliphatic nitriles Chemical class 0.000 description 7
• 229910019142 PO4 Inorganic materials 0.000 description 4
• 239000011541 reaction mixture Substances 0.000 description 4
• 125000001931 aliphatic group Chemical group 0.000 description 3
• 239000007788 liquid Substances 0.000 description 3
• 238000004821 distillation Methods 0.000 description 2
• 239000000155 melt Substances 0.000 description 2
• 150000002989 phenols Chemical class 0.000 description 2
• 150000003839 salts Chemical class 0.000 description 2
• HCMDALUSRXPQDD-UHFFFAOYSA-N (4-phenylphenyl) dihydrogen phosphate Chemical class C1=CC(OP(O)(=O)O)=CC=C1C1=CC=CC=C1 HCMDALUSRXPQDD-UHFFFAOYSA-N 0.000 description 1
• KZEVSDGEBAJOTK-UHFFFAOYSA-N 1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-2-[5-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]-1,3,4-oxadiazol-2-yl]ethanone Chemical compound N1N=NC=2CN(CCC=21)C(CC=1OC(=NN=1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)=O KZEVSDGEBAJOTK-UHFFFAOYSA-N 0.000 description 1
• OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 1
• YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
• 230000002378 acidificating effect Effects 0.000 description 1
• 150000007513 acids Chemical class 0.000 description 1
• 150000001298 alcohols Chemical class 0.000 description 1
• APUPEJJSWDHEBO-UHFFFAOYSA-P ammonium molybdate Chemical compound [NH4+].[NH4+].[O-][Mo]([O-])(=O)=O APUPEJJSWDHEBO-UHFFFAOYSA-P 0.000 description 1
• 229940010552 ammonium molybdate Drugs 0.000 description 1
• 235000018660 ammonium molybdate Nutrition 0.000 description 1
• 239000011609 ammonium molybdate Substances 0.000 description 1
• 239000007864 aqueous solution Substances 0.000 description 1
• OSNDUYDDOHEKEE-UHFFFAOYSA-N azepane-2,7-dione Chemical compound O=C1CCCCC(=O)N1 OSNDUYDDOHEKEE-UHFFFAOYSA-N 0.000 description 1
• 125000004432 carbon atom Chemical group C* 0.000 description 1
• 239000003153 chemical reaction reagent Substances 0.000 description 1
• 230000002349 favourable effect Effects 0.000 description 1
• 238000005194 fractionation Methods 0.000 description 1
• 230000004927 fusion Effects 0.000 description 1
• 239000011521 glass Substances 0.000 description 1
• 239000007791 liquid phase Substances 0.000 description 1
• 239000000463 material Substances 0.000 description 1
• 238000002844 melting Methods 0.000 description 1
• 230000008018 melting Effects 0.000 description 1
• 229910052751 metal Inorganic materials 0.000 description 1
• 239000002184 metal Substances 0.000 description 1
• 150000002739 metals Chemical class 0.000 description 1
• 239000000203 mixture Substances 0.000 description 1
• 230000000737 periodic effect Effects 0.000 description 1
• 235000021317 phosphate Nutrition 0.000 description 1
• 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
• 238000002360 preparation method Methods 0.000 description 1
• STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical group CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
• 239000003039 volatile agent Substances 0.000 description 1