NO760024L - - Google Patents
Info
- Publication number
- NO760024L NO760024L NO760024A NO760024A NO760024L NO 760024 L NO760024 L NO 760024L NO 760024 A NO760024 A NO 760024A NO 760024 A NO760024 A NO 760024A NO 760024 L NO760024 L NO 760024L
- Authority
- NO
- Norway
- Prior art keywords
- acid
- amino
- hydrogenation
- unsaturated
- acids
- Prior art date
Links
- 239000002253 acid Substances 0.000 claims description 54
- 150000001413 amino acids Chemical class 0.000 claims description 47
- 238000000034 method Methods 0.000 claims description 33
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 24
- 238000006268 reductive amination reaction Methods 0.000 claims description 19
- 238000005984 hydrogenation reaction Methods 0.000 claims description 18
- 229920006395 saturated elastomer Polymers 0.000 claims description 18
- 150000007513 acids Chemical class 0.000 claims description 17
- 239000003054 catalyst Substances 0.000 claims description 16
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 15
- 238000004519 manufacturing process Methods 0.000 claims description 14
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 12
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 12
- 150000002466 imines Chemical class 0.000 claims description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 9
- 239000007864 aqueous solution Substances 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 229910021529 ammonia Inorganic materials 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 7
- 150000003863 ammonium salts Chemical class 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 229910052763 palladium Inorganic materials 0.000 claims description 6
- 239000007868 Raney catalyst Substances 0.000 claims description 4
- 229910000564 Raney nickel Inorganic materials 0.000 claims description 4
- 239000003513 alkali Substances 0.000 claims description 4
- 229910052759 nickel Inorganic materials 0.000 claims description 4
- VIBUBBGZNCHOEE-OWOJBTEDSA-N (e)-8-aminooct-4-enoic acid Chemical compound NCCC\C=C\CCC(O)=O VIBUBBGZNCHOEE-OWOJBTEDSA-N 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 3
- 239000012670 alkaline solution Substances 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 3
- DBYBTIHLLFVDFH-GGWOSOGESA-N (4e,8e)-12-aminododeca-4,8-dienoic acid Chemical compound NCCC\C=C\CC\C=C\CCC(O)=O DBYBTIHLLFVDFH-GGWOSOGESA-N 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 2
- 239000008096 xylene Substances 0.000 claims description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 2
- AYJRCSIUFZENHW-UHFFFAOYSA-L barium carbonate Chemical compound [Ba+2].[O-]C([O-])=O AYJRCSIUFZENHW-UHFFFAOYSA-L 0.000 claims 2
- 239000002585 base Substances 0.000 claims 2
- 239000011575 calcium Substances 0.000 claims 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims 2
- 239000011591 potassium Substances 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 239000011734 sodium Substances 0.000 claims 2
- NDDUYOXATAJKPC-HNQUOIGGSA-N (e)-10-aminodec-6-enoic acid Chemical compound NCCC\C=C\CCCCC(O)=O NDDUYOXATAJKPC-HNQUOIGGSA-N 0.000 claims 1
- FMVVIUIXLUEFHM-UHFFFAOYSA-N 12-aminododec-8-enoic acid Chemical compound NCCCC=CCCCCCCC(O)=O FMVVIUIXLUEFHM-UHFFFAOYSA-N 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- QFKJCKFAYFUXRQ-UHFFFAOYSA-N barium;hydrate Chemical compound O.[Ba] QFKJCKFAYFUXRQ-UHFFFAOYSA-N 0.000 claims 1
- 229910052791 calcium Inorganic materials 0.000 claims 1
- 229910000019 calcium carbonate Inorganic materials 0.000 claims 1
- 238000004140 cleaning Methods 0.000 claims 1
- 159000000011 group IA salts Chemical class 0.000 claims 1
- 229910052744 lithium Inorganic materials 0.000 claims 1
- 229910052808 lithium carbonate Inorganic materials 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 229910052700 potassium Inorganic materials 0.000 claims 1
- 229910000027 potassium carbonate Inorganic materials 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 229910000029 sodium carbonate Inorganic materials 0.000 claims 1
- PBLZLIFKVPJDCO-UHFFFAOYSA-N 12-aminododecanoic acid Chemical compound NCCCCCCCCCCCC(O)=O PBLZLIFKVPJDCO-UHFFFAOYSA-N 0.000 description 22
- 239000000243 solution Substances 0.000 description 16
- 150000001299 aldehydes Chemical class 0.000 description 14
- 239000000047 product Substances 0.000 description 14
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 12
- 150000004985 diamines Chemical class 0.000 description 12
- 238000002360 preparation method Methods 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 11
- 159000000000 sodium salts Chemical class 0.000 description 10
- 229920001778 nylon Polymers 0.000 description 9
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 8
- 229910002092 carbon dioxide Inorganic materials 0.000 description 7
- 238000000605 extraction Methods 0.000 description 7
- 238000002329 infrared spectrum Methods 0.000 description 7
- 239000000725 suspension Substances 0.000 description 7
- 239000004677 Nylon Substances 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 6
- 239000004952 Polyamide Substances 0.000 description 5
- 239000001569 carbon dioxide Substances 0.000 description 5
- 238000002425 crystallisation Methods 0.000 description 5
- 230000008025 crystallization Effects 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- -1 imine ammonium salt Chemical class 0.000 description 5
- 229920002647 polyamide Polymers 0.000 description 5
- 238000000926 separation method Methods 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- WFDIJRYMOXRFFG-UHFFFAOYSA-N acetic acid anhydride Natural products CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 4
- 239000006227 byproduct Substances 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 238000001556 precipitation Methods 0.000 description 4
- XAUQWYHSQICPAZ-UHFFFAOYSA-N 10-amino-decanoic acid Chemical compound NCCCCCCCCCC(O)=O XAUQWYHSQICPAZ-UHFFFAOYSA-N 0.000 description 3
- DFLXEAPGLFGJKD-UHFFFAOYSA-N 10-aminodec-2-enoic acid Chemical compound NCCCCCCCC=CC(O)=O DFLXEAPGLFGJKD-UHFFFAOYSA-N 0.000 description 3
- OCKGFTQIICXDQW-ZEQRLZLVSA-N 5-[(1r)-1-hydroxy-2-[4-[(2r)-2-hydroxy-2-(4-methyl-1-oxo-3h-2-benzofuran-5-yl)ethyl]piperazin-1-yl]ethyl]-4-methyl-3h-2-benzofuran-1-one Chemical compound C1=C2C(=O)OCC2=C(C)C([C@@H](O)CN2CCN(CC2)C[C@H](O)C2=CC=C3C(=O)OCC3=C2C)=C1 OCKGFTQIICXDQW-ZEQRLZLVSA-N 0.000 description 3
- QBPAHLXYDGHVTR-UHFFFAOYSA-N 8-aminooct-2-enoic acid Chemical class NCCCCCC=CC(O)=O QBPAHLXYDGHVTR-UHFFFAOYSA-N 0.000 description 3
- UQXNEWQGGVUVQA-UHFFFAOYSA-N 8-aminooctanoic acid Chemical compound NCCCCCCCC(O)=O UQXNEWQGGVUVQA-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 150000001925 cycloalkenes Chemical class 0.000 description 3
- DDTBPAQBQHZRDW-UHFFFAOYSA-N cyclododecane Chemical compound C1CCCCCCCCCCC1 DDTBPAQBQHZRDW-UHFFFAOYSA-N 0.000 description 3
- HZPNKQREYVVATQ-UHFFFAOYSA-L nickel(2+);diformate Chemical group [Ni+2].[O-]C=O.[O-]C=O HZPNKQREYVVATQ-UHFFFAOYSA-L 0.000 description 3
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- VIBUBBGZNCHOEE-UPHRSURJSA-N (z)-8-aminooct-4-enoic acid Chemical compound NCCC\C=C/CCC(O)=O VIBUBBGZNCHOEE-UPHRSURJSA-N 0.000 description 2
- VCZJIEYAFOQQLT-UHFFFAOYSA-N 12-aminododeca-2,4-dienoic acid Chemical compound NCCCCCCCC=CC=CC(O)=O VCZJIEYAFOQQLT-UHFFFAOYSA-N 0.000 description 2
- OAZMYYJCTGHPCN-UHFFFAOYSA-N 12-oxododec-8-enoic acid Chemical compound OC(=O)CCCCCCC=CCCC=O OAZMYYJCTGHPCN-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 229920000299 Nylon 12 Polymers 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- 238000005576 amination reaction Methods 0.000 description 2
- 229910052788 barium Inorganic materials 0.000 description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 2
- 159000000009 barium salts Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- ZOLLIQAKMYWTBR-RYMQXAEESA-N cyclododecatriene Chemical compound C/1C\C=C\CC\C=C/CC\C=C\1 ZOLLIQAKMYWTBR-RYMQXAEESA-N 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- QFTYSVGGYOXFRQ-UHFFFAOYSA-N dodecane-1,12-diamine Chemical compound NCCCCCCCCCCCCN QFTYSVGGYOXFRQ-UHFFFAOYSA-N 0.000 description 2
- 230000010354 integration Effects 0.000 description 2
- 239000013067 intermediate product Substances 0.000 description 2
- 238000006068 polycondensation reaction Methods 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- RRKODOZNUZCUBN-CCAGOZQPSA-N (1z,3z)-cycloocta-1,3-diene Chemical compound C1CC\C=C/C=C\C1 RRKODOZNUZCUBN-CCAGOZQPSA-N 0.000 description 1
- SSFYNRWKIMUJHG-GGWOSOGESA-N (4e,8e)-12-oxododeca-4,8-dienoic acid Chemical compound OC(=O)CC\C=C\CC\C=C\CCC=O SSFYNRWKIMUJHG-GGWOSOGESA-N 0.000 description 1
- BESKFJNLFBROGY-UPHRSURJSA-N (z)-8-oxooct-4-enoic acid Chemical compound OC(=O)CC\C=C/CCC=O BESKFJNLFBROGY-UPHRSURJSA-N 0.000 description 1
- NDDUYOXATAJKPC-UHFFFAOYSA-N 10-aminodec-6-enoic acid Chemical class NCCCC=CCCCCC(O)=O NDDUYOXATAJKPC-UHFFFAOYSA-N 0.000 description 1
- ZAIVBSWJDDHIPX-UHFFFAOYSA-N 12-aminododec-2-enoic acid Chemical compound NCCCCCCCCCC=CC(O)=O ZAIVBSWJDDHIPX-UHFFFAOYSA-N 0.000 description 1
- ATFGFKQFKJPTFW-UHFFFAOYSA-N 12-oxododec-4-enoic acid Chemical compound OC(=O)CCC=CCCCCCCC=O ATFGFKQFKJPTFW-UHFFFAOYSA-N 0.000 description 1
- RDDPJLNRFQAILW-UHFFFAOYSA-N 2-formylnon-2-enoic acid Chemical class CCCCCCC=C(C=O)C(O)=O RDDPJLNRFQAILW-UHFFFAOYSA-N 0.000 description 1
- WTKWFNIIIXNTDO-UHFFFAOYSA-N 3-isocyanato-5-methyl-2-(trifluoromethyl)furan Chemical compound CC1=CC(N=C=O)=C(C(F)(F)F)O1 WTKWFNIIIXNTDO-UHFFFAOYSA-N 0.000 description 1
- BESKFJNLFBROGY-UHFFFAOYSA-N 8-oxooct-4-enoic acid Chemical compound OC(=O)CCC=CCCC=O BESKFJNLFBROGY-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 125000003172 aldehyde group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- XGDAKJKCJURQAF-UHFFFAOYSA-N azane;carbamic acid Chemical compound N.N.NC(O)=O XGDAKJKCJURQAF-UHFFFAOYSA-N 0.000 description 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000012994 industrial processing Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- TVIDDXQYHWJXFK-UHFFFAOYSA-N n-Dodecanedioic acid Natural products OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 238000006385 ozonation reaction Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- HQHCYKULIHKCEB-UHFFFAOYSA-N tetradecanedioic acid Natural products OC(=O)CCCCCCCCCCCCC(O)=O HQHCYKULIHKCEB-UHFFFAOYSA-N 0.000 description 1
- 239000012485 toluene extract Substances 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/04—Formation of amino groups in compounds containing carboxyl groups
- C07C227/06—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid
- C07C227/08—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid by reaction of ammonia or amines with acids containing functional groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/16—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions not involving the amino or carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/34—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with ozone; by hydrolysis of ozonides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/367—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in singly bound form
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/147—Saturated compounds having only one carboxyl group and containing —CHO groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C59/40—Unsaturated compounds
- C07C59/74—Unsaturated compounds containing —CHO groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D323/00—Heterocyclic compounds containing more than two oxygen atoms as the only ring hetero atoms
- C07D323/02—Five-membered rings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/06—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polyamides (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Paper (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT26479/73A IT998227B (it) | 1973-07-11 | 1973-07-11 | Metodo per la produzione di com posti polifunzionali lineari insa turi relativi prodotti industriali insaturi e loro derivati insaturi o saturi |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO760024L true NO760024L (da) | 1975-01-14 |
Family
ID=11219603
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO742487A NO146494C (no) | 1973-07-11 | 1974-07-08 | Omega-formylalkensyre og fremgangsmaate til fremstilling derav |
| NO760024A NO760024L (da) | 1973-07-11 | 1976-01-05 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO742487A NO146494C (no) | 1973-07-11 | 1974-07-08 | Omega-formylalkensyre og fremgangsmaate til fremstilling derav |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US4085127A (da) |
| JP (1) | JPS5844651B2 (da) |
| AR (1) | AR213264A1 (da) |
| AT (1) | AT344137B (da) |
| BE (1) | BE817531A (da) |
| BR (1) | BR7405691D0 (da) |
| CA (1) | CA1054157A (da) |
| CH (1) | CH617659A5 (da) |
| DD (1) | DD114945A1 (da) |
| DE (3) | DE2462949C2 (da) |
| DK (1) | DK155880C (da) |
| ES (1) | ES428178A1 (da) |
| FR (3) | FR2283121A1 (da) |
| GB (3) | GB1483521A (da) |
| IE (3) | IE41703B1 (da) |
| IL (1) | IL45244A (da) |
| IN (1) | IN142665B (da) |
| IT (1) | IT998227B (da) |
| NL (1) | NL7409375A (da) |
| NO (2) | NO146494C (da) |
| SU (1) | SU591134A3 (da) |
| YU (1) | YU36682B (da) |
| ZA (1) | ZA744452B (da) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1033134B (it) * | 1975-02-25 | 1979-07-10 | Snia Viscosa | Procedimento per la preparazione in un unico stadio di omega amminoacidi saturi da omega aldeido acidi olefinicamente insaturi |
| IT1075949B (it) * | 1976-12-29 | 1985-04-22 | Snia Viscosa | Procedimento di preparazione di dialdeidi sature e insature |
| US4304793A (en) * | 1978-08-31 | 1981-12-08 | Firmenich Sa | Polyunsaturated aliphatic esters as flavoring ingredients |
| IT1112949B (it) * | 1979-03-21 | 1986-01-20 | Snia Viscosa | Procedimento per la preparazione,in un unico stadio,di idrogenazione di omega-amminoacidi saturi,da omega-aldeido acidi olefinicamente insaturi |
| DE3039321A1 (de) * | 1979-06-29 | 1982-05-19 | SNIA Viscosa Società Nazionale Industria Applicazioni Viscosa S.p.A., Milano | Verfahren zur gewinnung von (omega) -amino-dodecansaeure aus kristallisationsmutterlaugen |
| IT1125446B (it) * | 1979-10-05 | 1986-05-14 | Snia Viscosa | Preparazione di alfa beta-dialdeidi e di alfa beta-diacidi insaturi o saturi |
| IT1125445B (it) * | 1979-10-05 | 1986-05-14 | Snia Viscosa | Poliammidi insature |
| US4340753A (en) * | 1980-09-02 | 1982-07-20 | General Electric Company | Method for making keto acids and dione cyclics obtained therefrom |
| US8895667B2 (en) | 2009-07-17 | 2014-11-25 | Tyco Electronics Corporation | Methods of making reversible crosslinked polymers and related methods |
| DE102010026196A1 (de) | 2010-06-25 | 2011-12-29 | Evonik Degussa Gmbh | Synthese von omega-Aminocarbonsäuren und deren Estern aus ungesättigten Fettsäurederivaten |
| WO2015006360A1 (en) | 2013-07-11 | 2015-01-15 | Invista Technologies S.À R.L. | Acyclic alkenes via ozonolysis of multi-unsaturated cycloalkenes |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL171808C (nl) * | 1971-02-19 | 1983-05-16 | Snia Viscosa | Werkwijze voor het ozoniseren van alkenen. |
-
1973
- 1973-07-11 IT IT26479/73A patent/IT998227B/it active
-
1974
- 1974-06-14 SU SU742049593A patent/SU591134A3/ru active
- 1974-07-08 NO NO742487A patent/NO146494C/no unknown
- 1974-07-09 YU YU1922/74A patent/YU36682B/xx unknown
- 1974-07-09 DK DK368374A patent/DK155880C/da not_active IP Right Cessation
- 1974-07-10 US US05/486,992 patent/US4085127A/en not_active Expired - Lifetime
- 1974-07-10 CH CH953474A patent/CH617659A5/it not_active IP Right Cessation
- 1974-07-10 BR BR5691/74A patent/BR7405691D0/pt unknown
- 1974-07-11 NL NL7409375A patent/NL7409375A/xx not_active Application Discontinuation
- 1974-07-11 DE DE2462949A patent/DE2462949C2/de not_active Expired
- 1974-07-11 DD DD179865A patent/DD114945A1/xx unknown
- 1974-07-11 ZA ZA00744452A patent/ZA744452B/xx unknown
- 1974-07-11 AR AR254650A patent/AR213264A1/es active
- 1974-07-11 CA CA204,616A patent/CA1054157A/en not_active Expired
- 1974-07-11 AT AT574774A patent/AT344137B/de not_active IP Right Cessation
- 1974-07-11 IE IE1468/74A patent/IE41703B1/en unknown
- 1974-07-11 GB GB30761/74A patent/GB1483521A/en not_active Expired
- 1974-07-11 ES ES428178A patent/ES428178A1/es not_active Expired
- 1974-07-11 IL IL45244A patent/IL45244A/xx unknown
- 1974-07-11 BE BE146455A patent/BE817531A/xx not_active IP Right Cessation
- 1974-07-11 DE DE2433408A patent/DE2433408C3/de not_active Expired
- 1974-07-11 FR FR7424188A patent/FR2283121A1/fr active Granted
- 1974-07-11 JP JP49079730A patent/JPS5844651B2/ja not_active Expired
- 1974-07-11 DE DE2462948A patent/DE2462948C2/de not_active Expired
- 1974-07-11 GB GB23494/76A patent/GB1483523A/en not_active Expired
- 1974-07-11 IN IN1551/CAL/1974A patent/IN142665B/en unknown
- 1974-07-11 GB GB23493/76A patent/GB1483522A/en not_active Expired
-
1975
- 1975-06-10 FR FR7518135A patent/FR2309506A1/fr active Granted
- 1975-06-10 FR FR7518133A patent/FR2313353A1/fr active Granted
-
1976
- 1976-01-05 NO NO760024A patent/NO760024L/no unknown
-
1979
- 1979-08-08 IE IE791255A patent/IE41704L/xx unknown
- 1979-08-08 IE IE791256A patent/IE41705L/xx unknown
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| NO760024L (da) | ||
| US10065921B1 (en) | Process for producing long chain amino acids and dibasic acids | |
| JP2018513860A (ja) | メチオニンの製造方法 | |
| CN107556207B (zh) | 一种间氨基乙酰苯胺盐酸盐的合成方法 | |
| NO150879B (no) | Fremgangsmaate for fremstilling av d-camforat av l-carnitinamid og d-camforat av d-carnitinamid | |
| KR20010101608A (ko) | Ｌ-페닐에프린 염산염의 제조방법 | |
| US8809581B2 (en) | Method of making 6-aminocaproic acid as active pharmaceutical ingredient | |
| US2784191A (en) | Process for the production of lactams | |
| US10343978B2 (en) | Process for producing long chain amino acids and dibasic acids | |
| US3897498A (en) | Production of m- and p-phenylenediamine | |
| UA75358C2 (en) | A method for purifying lactams | |
| JPS5925779B2 (ja) | 立体異性脂環ジアミンの異性化法 | |
| US3781343A (en) | Hydrolysis of aromatic dinitriles | |
| US10822300B2 (en) | Process for producing long chain amino acids and dibasic acids | |
| JPS5822100B2 (ja) | Ｏ−フエニレンジアミンの製造方法 | |
| CN112047947A (zh) | 一种茶碱的合成方法 | |
| US3009954A (en) | Process for the production of sarcosine and related alkylamino-acetic acids | |
| US3898213A (en) | Separation of {60 -amino-{107 -lactams | |
| US3980698A (en) | Resolution of amines | |
| US4140685A (en) | Process for recovering ε-caprolactam from an ε-caprolactam/sulfuric acid reaction mixture | |
| EP0548233B1 (en) | Processes for the synthesis of imines, aldehydes, and unsymmetrical secondary amines | |
| US3356698A (en) | Preparation of omega-hydroximinoalkanoic acids | |
| Gustavson et al. | A convenient synthesis of isocysteine from mercaptosuccinic acid | |
| US3347918A (en) | Production of cyclododecylamine | |
| DE102004038577B4 (de) | Herstellung von 1,5-Naphthalindiamin durch selektive Halogenierung |