JPS6176504A - 粒状多孔質キトサンの製造法 - Google Patents
粒状多孔質キトサンの製造法Info
- Publication number
- JPS6176504A JPS6176504A JP19807784A JP19807784A JPS6176504A JP S6176504 A JPS6176504 A JP S6176504A JP 19807784 A JP19807784 A JP 19807784A JP 19807784 A JP19807784 A JP 19807784A JP S6176504 A JPS6176504 A JP S6176504A
- Authority
- JP
- Japan
- Prior art keywords
- chitosan
- granular porous
- solution
- water
- molecular weight
- 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.)
- Granted
Links
- 229920001661 Chitosan Polymers 0.000 title claims abstract description 87
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- 239000002798 polar solvent Substances 0.000 claims abstract description 21
- 239000000243 solution Substances 0.000 claims abstract description 20
- -1 diisocyanate compound Chemical class 0.000 claims abstract description 19
- 239000003637 basic solution Substances 0.000 claims abstract description 15
- 239000007864 aqueous solution Substances 0.000 claims abstract description 13
- 238000004132 cross linking Methods 0.000 claims abstract description 12
- 230000002378 acidificating effect Effects 0.000 claims abstract description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 44
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract description 30
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract description 15
- 238000001035 drying Methods 0.000 abstract description 11
- 239000002253 acid Substances 0.000 abstract description 7
- 238000011282 treatment Methods 0.000 abstract description 7
- 230000000694 effects Effects 0.000 abstract description 3
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 abstract description 2
- 102000004190 Enzymes Human genes 0.000 abstract description 2
- 108090000790 Enzymes Proteins 0.000 abstract description 2
- 239000003513 alkali Substances 0.000 abstract description 2
- 239000011942 biocatalyst Substances 0.000 abstract description 2
- 238000007710 freezing Methods 0.000 abstract description 2
- 230000008014 freezing Effects 0.000 abstract description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 abstract 2
- 229910000019 calcium carbonate Inorganic materials 0.000 abstract 1
- 235000010216 calcium carbonate Nutrition 0.000 abstract 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 18
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 15
- 238000006243 chemical reaction Methods 0.000 description 14
- 238000000034 method Methods 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- 239000011148 porous material Substances 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- 230000006196 deacetylation Effects 0.000 description 6
- 238000003381 deacetylation reaction Methods 0.000 description 6
- 239000002245 particle Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- MSWZFWKMSRAUBD-IVMDWMLBSA-N glucosamine group Chemical group OC1[C@H](N)[C@@H](O)[C@H](O)[C@H](O1)CO MSWZFWKMSRAUBD-IVMDWMLBSA-N 0.000 description 5
- 230000007935 neutral effect Effects 0.000 description 5
- 229920002101 Chitin Polymers 0.000 description 4
- 238000005345 coagulation Methods 0.000 description 4
- 230000015271 coagulation Effects 0.000 description 4
- JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 description 4
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000011084 recovery Methods 0.000 description 4
- 235000011121 sodium hydroxide Nutrition 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000003431 cross linking reagent Substances 0.000 description 3
- 238000007872 degassing Methods 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 3
- 239000010931 gold Substances 0.000 description 3
- 229910052737 gold Inorganic materials 0.000 description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 3
- 239000000375 suspending agent Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- 125000006839 xylylene group Chemical group 0.000 description 3
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- ATHHXGZTWNVVOU-UHFFFAOYSA-N N-methylformamide Chemical compound CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 239000002274 desiccant Substances 0.000 description 2
- 229960005215 dichloroacetic acid Drugs 0.000 description 2
- 238000006073 displacement reaction Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000004108 freeze drying Methods 0.000 description 2
- 125000003712 glycosamine group Chemical group 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 230000001376 precipitating effect Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000004062 sedimentation Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
- CDMDQYCEEKCBGR-UHFFFAOYSA-N 1,4-diisocyanatocyclohexane Chemical compound O=C=NC1CCC(N=C=O)CC1 CDMDQYCEEKCBGR-UHFFFAOYSA-N 0.000 description 1
- 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
- 238000004438 BET method Methods 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 230000010933 acylation Effects 0.000 description 1
- 238000005917 acylation reaction Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 230000001112 coagulating effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 239000002612 dispersion medium Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
Landscapes
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Peptides Or Proteins (AREA)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19807784A JPS6176504A (ja) | 1984-09-21 | 1984-09-21 | 粒状多孔質キトサンの製造法 |
| DE19853527482 DE3527482A1 (de) | 1984-07-31 | 1985-07-31 | Verfahren zum herstellen von koernigem poroesen chitosan |
| US07/011,150 US4833237A (en) | 1984-07-31 | 1987-02-05 | Process for producing granular porous chitosan |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19807784A JPS6176504A (ja) | 1984-09-21 | 1984-09-21 | 粒状多孔質キトサンの製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6176504A true JPS6176504A (ja) | 1986-04-19 |
| JPS6354285B2 JPS6354285B2 (enrdf_load_stackoverflow) | 1988-10-27 |
Family
ID=16385129
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP19807784A Granted JPS6176504A (ja) | 1984-07-31 | 1984-09-21 | 粒状多孔質キトサンの製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6176504A (enrdf_load_stackoverflow) |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62278960A (ja) * | 1986-05-27 | 1987-12-03 | Japanese Res & Dev Assoc Bio Reactor Syst Food Ind | 調味料の製造法 |
| JPS62288601A (ja) * | 1986-06-06 | 1987-12-15 | Agency Of Ind Science & Technol | キトサン粒子の製造方法 |
| JPS62292802A (ja) * | 1986-06-12 | 1987-12-19 | Higeta Shoyu Kk | キトサンの精製法 |
| JPS63196290A (ja) * | 1987-02-09 | 1988-08-15 | Nippon Shokuhin Kako Ltd | 固定化酵素 |
| JPS6410957A (en) * | 1987-03-06 | 1989-01-13 | Japan Res & Dev Ass | Preparation of seasoning |
| JPH0199646A (ja) * | 1987-10-13 | 1989-04-18 | Daicel Chem Ind Ltd | 生化学物質の分離剤 |
| JPH0223869A (ja) * | 1988-07-11 | 1990-01-26 | Fuji Spinning Co Ltd | 固定化β−フラクトフラノシダーゼ |
| JPH02227077A (ja) * | 1988-11-07 | 1990-09-10 | Nippon Shinyaku Co Ltd | 固定化酸素及び利用法 |
| JPH0411888A (ja) * | 1990-04-27 | 1992-01-16 | Fuji Spinning Co Ltd | 酢酸菌固定化用担体及びその製造法 |
| US5508185A (en) * | 1993-09-27 | 1996-04-16 | Fuji Spinning Co., Ltd. | Lipase immobilized on a chitosan carrier |
| US6269068B1 (en) | 1996-02-08 | 2001-07-31 | Matsushita Electric Industrial Co., Ltd. | Optical disk, optical disk device, and method of reproducing information on optical disk |
| JP2008544847A (ja) * | 2005-07-06 | 2008-12-11 | ジーイー・ヘルスケア・バイオサイエンス・アクチボラグ | 分離マトリックスの製造方法 |
| JP2011500955A (ja) * | 2007-10-30 | 2011-01-06 | ヴィスコゲル アーベー | キトサン組成物 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109456421A (zh) * | 2018-10-30 | 2019-03-12 | 江南大学 | 一种水溶性壳聚糖材料的制备及应用方法 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS52120182A (en) * | 1976-03-31 | 1977-10-08 | Mitsui Seitou Kk | Fixing method of mycelium enzime |
| JPS5318337A (en) * | 1976-08-04 | 1978-02-20 | Sharp Corp | Optical reader unit |
| JPS5616532A (en) * | 1979-07-20 | 1981-02-17 | Kureha Chem Ind Co Ltd | Production of formed porous article of chitin |
| JPS5930722A (ja) * | 1982-08-12 | 1984-02-18 | Japan Storage Battery Co Ltd | 過酸化銀板の製造方法 |
-
1984
- 1984-09-21 JP JP19807784A patent/JPS6176504A/ja active Granted
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS52120182A (en) * | 1976-03-31 | 1977-10-08 | Mitsui Seitou Kk | Fixing method of mycelium enzime |
| JPS5318337A (en) * | 1976-08-04 | 1978-02-20 | Sharp Corp | Optical reader unit |
| JPS5616532A (en) * | 1979-07-20 | 1981-02-17 | Kureha Chem Ind Co Ltd | Production of formed porous article of chitin |
| JPS5930722A (ja) * | 1982-08-12 | 1984-02-18 | Japan Storage Battery Co Ltd | 過酸化銀板の製造方法 |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62278960A (ja) * | 1986-05-27 | 1987-12-03 | Japanese Res & Dev Assoc Bio Reactor Syst Food Ind | 調味料の製造法 |
| JPS62288601A (ja) * | 1986-06-06 | 1987-12-15 | Agency Of Ind Science & Technol | キトサン粒子の製造方法 |
| JPS62292802A (ja) * | 1986-06-12 | 1987-12-19 | Higeta Shoyu Kk | キトサンの精製法 |
| JPS63196290A (ja) * | 1987-02-09 | 1988-08-15 | Nippon Shokuhin Kako Ltd | 固定化酵素 |
| JPS6410957A (en) * | 1987-03-06 | 1989-01-13 | Japan Res & Dev Ass | Preparation of seasoning |
| JPH0199646A (ja) * | 1987-10-13 | 1989-04-18 | Daicel Chem Ind Ltd | 生化学物質の分離剤 |
| JPH0223869A (ja) * | 1988-07-11 | 1990-01-26 | Fuji Spinning Co Ltd | 固定化β−フラクトフラノシダーゼ |
| JPH02227077A (ja) * | 1988-11-07 | 1990-09-10 | Nippon Shinyaku Co Ltd | 固定化酸素及び利用法 |
| JPH0411888A (ja) * | 1990-04-27 | 1992-01-16 | Fuji Spinning Co Ltd | 酢酸菌固定化用担体及びその製造法 |
| US5508185A (en) * | 1993-09-27 | 1996-04-16 | Fuji Spinning Co., Ltd. | Lipase immobilized on a chitosan carrier |
| US6269068B1 (en) | 1996-02-08 | 2001-07-31 | Matsushita Electric Industrial Co., Ltd. | Optical disk, optical disk device, and method of reproducing information on optical disk |
| JP2008544847A (ja) * | 2005-07-06 | 2008-12-11 | ジーイー・ヘルスケア・バイオサイエンス・アクチボラグ | 分離マトリックスの製造方法 |
| JP2011500955A (ja) * | 2007-10-30 | 2011-01-06 | ヴィスコゲル アーベー | キトサン組成物 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6354285B2 (enrdf_load_stackoverflow) | 1988-10-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4833237A (en) | Process for producing granular porous chitosan | |
| JPS6176504A (ja) | 粒状多孔質キトサンの製造法 | |
| CN102417606B (zh) | 一种甲壳素气凝胶的制备方法 | |
| US4587284A (en) | Absorbent polymer material and its preparation | |
| JPH0420938B2 (enrdf_load_stackoverflow) | ||
| US4242506A (en) | Cross-linking of cellulose sulfate esters with tetravalent metal ions | |
| CN111748106B (zh) | 一种利用pH值在6～8的壳聚糖溶液制备的壳聚糖凝胶材料及其制备方法 | |
| EP0176225B1 (en) | Porous chitin shaped article and production thereof | |
| JPS61133143A (ja) | 重金属吸着剤 | |
| JPS5857401A (ja) | 粉粒状多孔質キトサンの製造方法 | |
| JPS6354286B2 (enrdf_load_stackoverflow) | ||
| JPH0455609B2 (enrdf_load_stackoverflow) | ||
| CN116535540A (zh) | 季铵化改性甲壳素及其海绵、多孔微球的制备方法、用途 | |
| CA1235119A (en) | Porous spherical cellulose acetate particles | |
| JPS61241337A (ja) | 微小セルロ−ズ粒子およびその製造法 | |
| JPS60215003A (ja) | キトサン成形体の製造方法 | |
| JP2001172302A (ja) | セルロースカルバメートスポンジ及びその製造方法 | |
| JPS6140337A (ja) | 粒状多孔質キトサンの製造方法 | |
| JPH02261838A (ja) | 多孔質キトサン材料の製造方法 | |
| JPH09165404A (ja) | 表面ｎ−チオカルバモイル化キトサン成形体およびその製造方法 | |
| CN109180967B (zh) | 一种壳聚糖羧甲基纤维素钠复合中空球及其制备方法 | |
| Khaled et al. | Modified Chitosan Hydrogels and Nano Hydrogels for Congo Red Removal from Aqueous System | |
| KR20010025931A (ko) | 키토산 다공성비드 제조방법 | |
| JPH0699083A (ja) | 架橋多孔性イオン交換セルロース微粒子の製造方法 | |
| JPS6354287B2 (enrdf_load_stackoverflow) |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |