JPH11501079A - 有機媒質中でのポリスクシンイミドの製造 - Google Patents
有機媒質中でのポリスクシンイミドの製造Info
- Publication number
- JPH11501079A JPH11501079A JP8526915A JP52691596A JPH11501079A JP H11501079 A JPH11501079 A JP H11501079A JP 8526915 A JP8526915 A JP 8526915A JP 52691596 A JP52691596 A JP 52691596A JP H11501079 A JPH11501079 A JP H11501079A
- Authority
- JP
- Japan
- Prior art keywords
- reaction
- medium
- acid
- catalyst
- reaction medium
- 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.)
- Pending
Links
- 238000004519 manufacturing process Methods 0.000 title abstract description 9
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims abstract description 32
- 229960005261 aspartic acid Drugs 0.000 claims abstract description 32
- CKLJMWTZIZZHCS-UHFFFAOYSA-N D-OH-Asp Natural products OC(=O)C(N)CC(O)=O CKLJMWTZIZZHCS-UHFFFAOYSA-N 0.000 claims abstract description 28
- CKLJMWTZIZZHCS-UWTATZPHSA-N L-Aspartic acid Natural products OC(=O)[C@H](N)CC(O)=O CKLJMWTZIZZHCS-UWTATZPHSA-N 0.000 claims abstract description 28
- 238000009835 boiling Methods 0.000 claims abstract description 26
- 150000001335 aliphatic alkanes Chemical class 0.000 claims abstract description 22
- 229920000642 polymer Polymers 0.000 claims abstract description 18
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims abstract description 17
- PLLBRTOLHQQAQQ-UHFFFAOYSA-N 8-methylnonan-1-ol Chemical compound CC(C)CCCCCCCO PLLBRTOLHQQAQQ-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000012430 organic reaction media Substances 0.000 claims abstract description 8
- 125000005233 alkylalcohol group Chemical group 0.000 claims abstract description 7
- 238000006482 condensation reaction Methods 0.000 claims abstract description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 5
- 229940024606 amino acid Drugs 0.000 claims abstract 7
- 150000001413 amino acids Chemical class 0.000 claims abstract 7
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 56
- 238000000034 method Methods 0.000 claims description 55
- 238000006243 chemical reaction Methods 0.000 claims description 40
- 239000002253 acid Substances 0.000 claims description 32
- 239000003054 catalyst Substances 0.000 claims description 29
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 28
- 239000012429 reaction media Substances 0.000 claims description 25
- DCAYPVUWAIABOU-UHFFFAOYSA-N hexadecane Chemical compound CCCCCCCCCCCCCCCC DCAYPVUWAIABOU-UHFFFAOYSA-N 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 14
- 230000035484 reaction time Effects 0.000 claims description 14
- 238000010438 heat treatment Methods 0.000 claims description 9
- 239000007864 aqueous solution Substances 0.000 claims description 6
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical group CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 claims description 6
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 claims description 6
- RZJRJXONCZWCBN-UHFFFAOYSA-N octadecane Chemical compound CCCCCCCCCCCCCCCCCC RZJRJXONCZWCBN-UHFFFAOYSA-N 0.000 claims description 6
- BGHCVCJVXZWKCC-UHFFFAOYSA-N tetradecane Chemical compound CCCCCCCCCCCCCC BGHCVCJVXZWKCC-UHFFFAOYSA-N 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- 238000006116 polymerization reaction Methods 0.000 claims description 5
- CBFCDTFDPHXCNY-UHFFFAOYSA-N icosane Chemical compound CCCCCCCCCCCCCCCCCCCC CBFCDTFDPHXCNY-UHFFFAOYSA-N 0.000 claims description 4
- 229940038384 octadecane Drugs 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- SNRUBQQJIBEYMU-NJFSPNSNSA-N dodecane Chemical group CCCCCCCCCCC[14CH3] SNRUBQQJIBEYMU-NJFSPNSNSA-N 0.000 claims 3
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 230000006229 amino acid addition Effects 0.000 claims 1
- 239000008346 aqueous phase Substances 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- 229940098779 methanesulfonic acid Drugs 0.000 claims 1
- 238000006053 organic reaction Methods 0.000 claims 1
- 239000003377 acid catalyst Substances 0.000 abstract description 10
- 238000000746 purification Methods 0.000 abstract description 7
- 239000002609 medium Substances 0.000 description 22
- 239000000047 product Substances 0.000 description 17
- 108010064470 polyaspartate Proteins 0.000 description 10
- 239000007788 liquid Substances 0.000 description 9
- 239000002002 slurry Substances 0.000 description 8
- 229920000805 Polyaspartic acid Polymers 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000003599 detergent Substances 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000004952 Polyamide Substances 0.000 description 3
- 235000003704 aspartic acid Nutrition 0.000 description 3
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 239000008240 homogeneous mixture Substances 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 229920002647 polyamide Polymers 0.000 description 3
- 230000000379 polymerizing effect Effects 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000012066 reaction slurry Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 238000012719 thermal polymerization Methods 0.000 description 3
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000003937 drug carrier Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- YCOZIPAWZNQLMR-UHFFFAOYSA-N pentadecane Chemical compound CCCCCCCCCCCCCCC YCOZIPAWZNQLMR-UHFFFAOYSA-N 0.000 description 2
- 229920001308 poly(aminoacid) Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000013535 sea water Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 2
- 230000002277 temperature effect Effects 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- IIYFAKIEWZDVMP-UHFFFAOYSA-N tridecane Chemical compound CCCCCCCCCCCCC IIYFAKIEWZDVMP-UHFFFAOYSA-N 0.000 description 2
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- 229920000608 Polyaspartic Polymers 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 238000005904 alkaline hydrolysis reaction Methods 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- DIOQZVSQGTUSAI-NJFSPNSNSA-N decane Chemical compound CCCCCCCCC[14CH3] DIOQZVSQGTUSAI-NJFSPNSNSA-N 0.000 description 1
- 238000004042 decolorization Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000010612 desalination reaction Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 238000007172 homogeneous catalysis Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 238000011065 in-situ storage Methods 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
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- DIOQZVSQGTUSAI-UHFFFAOYSA-N n-butylhexane Natural products CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000013618 particulate matter Substances 0.000 description 1
- -1 poly (alkylene glycol Chemical compound 0.000 description 1
- 229920001184 polypeptide Polymers 0.000 description 1
- 229910052573 porcelain Inorganic materials 0.000 description 1
- 235000013406 prebiotics Nutrition 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 239000002455 scale inhibitor Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 229960002317 succinimide Drugs 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
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- 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
- C08G69/10—Alpha-amino-carboxylic acids
-
- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/1092—Polysuccinimides
-
- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Biological Depolymerization Polymers (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Abstract
Description
Claims (1)
- 【特許請求の範囲】 1. L−アスパラギン酸を熱縮合させることによってポリスクシンイミドを製 造する方法であって、高沸騰性直鎖または分枝鎖アルキルアルコールとその混合 物及び炭素原子10〜20個の直鎖または分枝鎖アルカンとその混合物の中から 選択した高沸騰性有機反応媒質を用意し、この媒質中で前記アミノ酸を該アミノ 酸の重合に十分な時間加熱することを含む方法。 2. 媒質を約140〜約260℃の温度に加熱することを特徴とする請求項1 に記載の方法。 3. 反応時間を約1〜約2時間とすることを特徴とする請求項2に記載の方法 。 4. 反応媒質がデカノール、イソデカノール及びドデカノールの中から選択さ れたアルコールを含むことを特徴とする請求項1に記載の方法。 5. アルコールがイソデカノールであることを特徴とする請求項4に記載の方 法。 6. 反応媒質がドデカン、テトラデカン、ヘキサデカン、オクタデカン及びエ イコサンの中から選択されたアルカンを含むことを特徴とする請求項1に記載の 方法。 7. L−アスパラギン酸を熱縮合させることによってポリスクシンイミドを製 造する方法であって、高沸騰性直鎖または分枝鎖アルキルアルコール及び炭素原 子10〜20個の直鎖または分枝鎖アルカンの中から選択した高沸騰性有機反応 媒質並びに縮合反応用の触媒を用意し、前記媒質中で前記触媒の存在下に前記ア ミノ酸を該アミノ酸の重合に十分な時間加熱することを含む方法。 8. 反応媒質を約140〜約260℃の温度に加熱することを特徴とする請求 項7に記載の方法。 9. 反応時間を約1〜約2時間とすることを特徴とする請求項8に記載の方法 。 10. 反応媒質がデカノール、イソデカノール及びドデカノールの中から選択 されたアルコールを含むことを特徴とする請求項7に記載の方法。 11. 反応媒質がドデカン、テトラデカン、ヘキサデカン、オクタデカン及び エイコサンの中から選択されたアルカンを含むことを特徴とする請求項7に記載 の方法。 12. アルカンがドデカンであることを特徴とする請求項11に記載の方法。 13. 触媒を反応媒質への添加前にアミノ酸と予混合す ることを特徴とする請求項7に記載の方法。 14. 触媒をリン酸及びメタンスルホン酸の中から選択することを特徴とする 請求項7に記載の方法。 15. 触媒をアミノ酸の約0.1〜約40重量%の量で存在させることを特徴 とする請求項7に記載の方法。 16. 触媒を出発アミノ酸添加前の高沸騰性有機反応媒質に直接添加すること を特徴とする請求項7に記載の方法。 17. 触媒を反応媒質に少なくとも2回に分けて添加し、その際第一の部分は 前記有機反応媒質に縮合反応開始前に添加し、第二の部分は縮合反応の開始から 少なくとも30分後に添加することを特徴とする請求項7に記載の方法。 18. ポリスクシンイミドを反応媒質から分離するステップ、及び反応媒質を 請求項7に記載の方法において少なくとも1回再利用するステップをも含むこと を特徴とする請求項7に記載の方法。 19. 反応媒質を更に処理することなく直接請求項7に記載の方法において再 利用することを特徴とする請求項18に記載の方法。 20. ドデカンを含む有機媒質中でリン酸触媒の存在下にL−アスパラギン酸 を約140〜約200℃の温度で約 1〜約2時間熱縮合させることによってポリスクシンイミドを製造する方法。 21. リン酸の少なくとも一部を反応開始後に反応媒質に添加することを特徴 とする請求項20に記載の方法。 22. ポリスクシンイミドを有機媒質の存在下に塩基性水性溶液と接触させて 加水分解し、それによって加水分解した該ポリマーを水性相中に残存させること を特徴とする請求項20に記載の方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/398,323 | 1995-03-03 | ||
US08/398,323 US5552517A (en) | 1995-03-03 | 1995-03-03 | Production of polysuccinimide in an organic medium |
PCT/US1996/002672 WO1996027627A1 (en) | 1995-03-03 | 1996-02-27 | Production of polysuccinimide in an organic medium |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH11501079A true JPH11501079A (ja) | 1999-01-26 |
Family
ID=23574937
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP8526915A Pending JPH11501079A (ja) | 1995-03-03 | 1996-02-27 | 有機媒質中でのポリスクシンイミドの製造 |
Country Status (20)
Country | Link |
---|---|
US (1) | US5552517A (ja) |
EP (1) | EP0813562B1 (ja) |
JP (1) | JPH11501079A (ja) |
KR (1) | KR19980702754A (ja) |
CN (1) | CN1088072C (ja) |
AT (1) | ATE185577T1 (ja) |
AU (1) | AU702811B2 (ja) |
BR (1) | BR9607540A (ja) |
CZ (1) | CZ273897A3 (ja) |
DE (1) | DE69604652T2 (ja) |
ES (1) | ES2140071T3 (ja) |
FI (1) | FI973585A (ja) |
GR (1) | GR3032300T3 (ja) |
HU (1) | HUP9801400A3 (ja) |
NO (1) | NO974029L (ja) |
NZ (1) | NZ304213A (ja) |
PL (1) | PL184405B1 (ja) |
RO (1) | RO118205B1 (ja) |
SK (1) | SK119397A3 (ja) |
WO (1) | WO1996027627A1 (ja) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2018500418A (ja) * | 2014-12-12 | 2018-01-11 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 予備縮合物を用いてポリアスパラギン酸を製造する方法 |
JP2018527444A (ja) * | 2015-09-08 | 2018-09-20 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 還流冷却下でポリアスパラギン酸を生成させるための方法 |
Families Citing this family (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5856427A (en) * | 1996-01-16 | 1999-01-05 | Solutia Inc. | Process for the production of polysuccinimide |
US5859149A (en) * | 1997-02-07 | 1999-01-12 | Solutia Inc. | Production of solid polyaspartate salt |
US5889072A (en) * | 1997-02-24 | 1999-03-30 | Solutia Inc. | Process for preparing superabsorbing crosslinked polyaspartate salt |
US5939517A (en) * | 1997-03-03 | 1999-08-17 | Donlar Corporation | Production of succinimide copolymers in cyclic carbonate solvent |
US5834568A (en) * | 1997-03-17 | 1998-11-10 | Solutia, Inc. | Forming crosslinked polysuccinimide |
US5859179A (en) * | 1997-03-17 | 1999-01-12 | Solutia Inc. | Forming superabsorbent polymer |
US5981691A (en) * | 1997-04-23 | 1999-11-09 | University Of South Alabama | Imide-free and mixed amide/imide thermal synthesis of polyaspartate |
EP1153958B1 (en) * | 1998-12-25 | 2004-09-29 | Mitsui Chemicals, Inc. | Process for producing polysuccinimide |
US7101565B2 (en) | 2002-02-05 | 2006-09-05 | Corpak Medsystems, Inc. | Probiotic/prebiotic composition and delivery method |
US20060099265A1 (en) * | 2003-03-20 | 2006-05-11 | Kazuhisa Shimizu | Micellar preparation containing sparingly water-soluble anticancer agent and novel block copolymer |
EP1792927B1 (en) | 2004-09-22 | 2013-03-06 | Nippon Kayaku Kabushiki Kaisha | Novel block copolymer, micelle preparation, and anticancer agent containing the same as active ingredient |
WO2007111211A1 (ja) * | 2006-03-28 | 2007-10-04 | Nippon Kayaku Kabushiki Kaisha | タキサン類の高分子結合体 |
JP5181347B2 (ja) * | 2006-05-18 | 2013-04-10 | 日本化薬株式会社 | ポドフィロトキシン類の高分子結合体 |
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US8334364B2 (en) * | 2006-11-06 | 2012-12-18 | Nipon Kayaku Kabushiki Kaisha | High-molecular weight derivative of nucleic acid antimetabolite |
USRE46190E1 (en) * | 2007-09-28 | 2016-11-01 | Nippon Kayaku Kabushiki Kaisha | High-molecular weight conjugate of steroids |
RU2367513C2 (ru) * | 2007-11-21 | 2009-09-20 | Учреждение Российской Академии Наук Институт Биохимической Физики Им. Н.М. Эмануэля Ран (Ибхф Ран) | Способ получения полимерного покрытия на поверхности частиц |
KR101589582B1 (ko) * | 2008-03-18 | 2016-01-28 | 니폰 가야꾸 가부시끼가이샤 | 생리활성물질의 고분자량 결합체 |
US9149540B2 (en) | 2008-05-08 | 2015-10-06 | Nippon Kayaku Kabushiki Kaisha | Polymer conjugate of folic acid or folic acid derivative |
JP5544357B2 (ja) | 2009-05-15 | 2014-07-09 | 日本化薬株式会社 | 水酸基を有する生理活性物質の高分子結合体 |
WO2012067138A1 (ja) | 2010-11-17 | 2012-05-24 | 日本化薬株式会社 | 新規なシチジン系代謝拮抗剤の高分子誘導体 |
US9346923B2 (en) | 2011-09-11 | 2016-05-24 | Nippon Kayaku Kabushiki Kaisha | Method for manufacturing block copolymer |
CN112080004A (zh) * | 2020-08-03 | 2020-12-15 | 南京艾普拉斯化工有限公司 | 聚琥珀酰亚胺和聚天冬氨酸的制备方法 |
Family Cites Families (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US538044A (en) * | 1895-04-23 | William houghtaling | ||
US3846380A (en) * | 1972-10-31 | 1974-11-05 | M Teranishi | Polyamino acid derivatives and compositions containing same |
US4363797A (en) * | 1977-09-14 | 1982-12-14 | Societe Anonyme Dite: L'oreal | Polyaspartic acid derivatives, their preparation and their use in cosmetic composition |
FR2424293A1 (fr) * | 1978-04-27 | 1979-11-23 | Oreal | Nouveau procede de preparation de l'acide polydehydroaspartique |
US4333844A (en) * | 1979-11-12 | 1982-06-08 | Lever Brothers Company | Detergent compositions |
US4428749A (en) * | 1981-01-14 | 1984-01-31 | Lever Brothers Company | Fabric washing process and detergent composition for use therein |
US4407722A (en) * | 1981-06-18 | 1983-10-04 | Lever Brothers Company | Fabric washing process and detergent composition for use therein |
US5219986A (en) * | 1989-10-13 | 1993-06-15 | Cygnus Corporation | Polyanhydroaspartic acid and method of dry manufacture of polymers |
US4971724A (en) * | 1990-02-06 | 1990-11-20 | Monsanto Company | Process for corrosion inhibition of ferrous metals |
US5057597A (en) * | 1990-07-03 | 1991-10-15 | Koskan Larry P | Process for the manufacture of anhydro polyamino acids and polyamino acids |
DE4023463C2 (de) * | 1990-07-24 | 1999-05-27 | Roehm Gmbh | Verfahren zur Molekulargewichtserhöhung bei der Herstellung von Polysuccinimid |
US5221733A (en) * | 1991-02-22 | 1993-06-22 | Donlar Corporation | Manufacture of polyaspartic acids |
US5315010A (en) * | 1991-02-22 | 1994-05-24 | Donlar Corporation | Polyaspartic acid manufacture |
US5380817A (en) * | 1992-07-10 | 1995-01-10 | Rohm And Haas Company | Process for preparing polysuccinimides from aspartic acid |
US5371179A (en) * | 1992-07-10 | 1994-12-06 | Rohm And Haas Company | Polysuccinimide polymers and process for preparing polysuccinimide polymers |
US5319145A (en) * | 1992-07-10 | 1994-06-07 | Rohm And Haas Company | Method for preparing polysuccinimides with a rotary tray dryer |
US5266237A (en) * | 1992-07-31 | 1993-11-30 | Rohm And Haas Company | Enhancing detergent performance with polysuccinimide |
US5380447A (en) * | 1993-07-12 | 1995-01-10 | Rohm And Haas Company | Process and fabric finishing compositions for preventing the deposition of dye in fabric finishing processes |
DE4327494A1 (de) * | 1993-08-16 | 1995-02-23 | Basf Ag | Verfahren zur Herstellung von Polyasparaginsäureimiden |
US5484945A (en) * | 1993-08-24 | 1996-01-16 | Mitsui Toatsu Chemicals, Inc. | Preparation process of polysuccinimide |
DE4342316A1 (de) * | 1993-12-11 | 1995-06-14 | Basf Ag | Verwendung von Polyasparaginsäure in Wasch- und Reinigungsmitteln |
-
1995
- 1995-03-03 US US08/398,323 patent/US5552517A/en not_active Expired - Lifetime
-
1996
- 1996-02-27 KR KR1019970706161A patent/KR19980702754A/ko not_active Application Discontinuation
- 1996-02-27 BR BR9607540A patent/BR9607540A/pt not_active IP Right Cessation
- 1996-02-27 AT AT96907901T patent/ATE185577T1/de not_active IP Right Cessation
- 1996-02-27 CN CN96193470A patent/CN1088072C/zh not_active Expired - Fee Related
- 1996-02-27 RO RO97-01677A patent/RO118205B1/ro unknown
- 1996-02-27 WO PCT/US1996/002672 patent/WO1996027627A1/en not_active Application Discontinuation
- 1996-02-27 EP EP96907901A patent/EP0813562B1/en not_active Expired - Lifetime
- 1996-02-27 NZ NZ304213A patent/NZ304213A/xx unknown
- 1996-02-27 HU HU9801400A patent/HUP9801400A3/hu unknown
- 1996-02-27 DE DE69604652T patent/DE69604652T2/de not_active Expired - Fee Related
- 1996-02-27 JP JP8526915A patent/JPH11501079A/ja active Pending
- 1996-02-27 PL PL96322086A patent/PL184405B1/pl not_active IP Right Cessation
- 1996-02-27 SK SK1193-97A patent/SK119397A3/sk unknown
- 1996-02-27 ES ES96907901T patent/ES2140071T3/es not_active Expired - Lifetime
- 1996-02-27 AU AU51343/96A patent/AU702811B2/en not_active Ceased
- 1996-02-27 CZ CZ972738A patent/CZ273897A3/cs unknown
-
1997
- 1997-09-02 FI FI973585A patent/FI973585A/fi unknown
- 1997-09-02 NO NO974029A patent/NO974029L/no unknown
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1999
- 1999-12-30 GR GR990403388T patent/GR3032300T3/el unknown
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2018500418A (ja) * | 2014-12-12 | 2018-01-11 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 予備縮合物を用いてポリアスパラギン酸を製造する方法 |
JP2018527444A (ja) * | 2015-09-08 | 2018-09-20 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 還流冷却下でポリアスパラギン酸を生成させるための方法 |
Also Published As
Publication number | Publication date |
---|---|
HUP9801400A2 (hu) | 1998-11-30 |
KR19980702754A (ko) | 1998-08-05 |
NO974029D0 (no) | 1997-09-02 |
FI973585A (fi) | 1997-10-30 |
BR9607540A (pt) | 1997-12-23 |
EP0813562B1 (en) | 1999-10-13 |
FI973585A0 (fi) | 1997-09-02 |
MX9706683A (es) | 1997-11-29 |
DE69604652T2 (de) | 2000-06-08 |
NO974029L (no) | 1997-10-31 |
US5552517A (en) | 1996-09-03 |
ES2140071T3 (es) | 2000-02-16 |
ATE185577T1 (de) | 1999-10-15 |
EP0813562A1 (en) | 1997-12-29 |
DE69604652D1 (de) | 1999-11-18 |
AU5134396A (en) | 1996-09-23 |
AU702811B2 (en) | 1999-03-04 |
CN1088072C (zh) | 2002-07-24 |
PL322086A1 (en) | 1998-01-05 |
CZ273897A3 (cs) | 1998-02-18 |
NZ304213A (en) | 1998-10-28 |
HUP9801400A3 (en) | 1999-03-01 |
RO118205B1 (ro) | 2003-03-28 |
WO1996027627A1 (en) | 1996-09-12 |
CN1182441A (zh) | 1998-05-20 |
PL184405B1 (pl) | 2002-10-31 |
SK119397A3 (en) | 1998-03-04 |
GR3032300T3 (en) | 2000-04-27 |
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