CA1198247A - Process for preparing a polymer of three-dimensional structure of the cross-linked polyurethane type, product obtained according to this process and application thereof as swelling agent - Google Patents
Process for preparing a polymer of three-dimensional structure of the cross-linked polyurethane type, product obtained according to this process and application thereof as swelling agentInfo
- Publication number
- CA1198247A CA1198247A CA000380795A CA380795A CA1198247A CA 1198247 A CA1198247 A CA 1198247A CA 000380795 A CA000380795 A CA 000380795A CA 380795 A CA380795 A CA 380795A CA 1198247 A CA1198247 A CA 1198247A
- Authority
- CA
- Canada
- Prior art keywords
- polyol
- groups
- polyurethane
- stage
- 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.)
- Expired
Links
- 229920000642 polymer Polymers 0.000 title claims abstract description 37
- 230000008961 swelling Effects 0.000 title claims abstract description 26
- 239000004814 polyurethane Substances 0.000 title claims abstract description 10
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 10
- 238000004519 manufacturing process Methods 0.000 title claims abstract 3
- 238000000034 method Methods 0.000 title claims description 36
- 239000003795 chemical substances by application Substances 0.000 title abstract description 13
- 229920005862 polyol Polymers 0.000 claims abstract description 54
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims abstract description 30
- 238000006243 chemical reaction Methods 0.000 claims abstract description 25
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 23
- 239000000203 mixture Substances 0.000 claims abstract description 22
- 229920000768 polyamine Polymers 0.000 claims abstract description 20
- 150000003077 polyols Chemical class 0.000 claims abstract description 16
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 13
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 13
- -1 oxyalkylene polyols Chemical class 0.000 claims abstract description 9
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 5
- 238000009833 condensation Methods 0.000 claims abstract description 4
- 230000005494 condensation Effects 0.000 claims abstract description 4
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims abstract description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 53
- 238000003756 stirring Methods 0.000 claims description 28
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical group CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 26
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 24
- 239000002904 solvent Substances 0.000 claims description 15
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical group CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 claims description 11
- 239000000126 substance Substances 0.000 claims description 11
- 239000012429 reaction media Substances 0.000 claims description 10
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 10
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 8
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 6
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 238000002844 melting Methods 0.000 claims description 5
- 230000008018 melting Effects 0.000 claims description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 4
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 4
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 4
- 150000004985 diamines Chemical class 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 4
- 239000000600 sorbitol Substances 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 239000012458 free base Substances 0.000 claims description 3
- 239000012299 nitrogen atmosphere Substances 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 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 claims description 2
- FBPFZTCFMRRESA-GUCUJZIJSA-N galactitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-GUCUJZIJSA-N 0.000 claims description 2
- 150000004000 hexols Chemical class 0.000 claims description 2
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 claims description 2
- 150000004072 triols Chemical class 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 239000000499 gel Substances 0.000 claims 1
- 150000001412 amines Chemical class 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 19
- 206010042674 Swelling Diseases 0.000 description 15
- 235000019441 ethanol Nutrition 0.000 description 11
- 239000012153 distilled water Substances 0.000 description 8
- 239000002245 particle Substances 0.000 description 6
- 239000000843 powder Substances 0.000 description 5
- 239000003613 bile acid Substances 0.000 description 4
- 238000002329 infrared spectrum Methods 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 206010052428 Wound Diseases 0.000 description 3
- 208000027418 Wounds and injury Diseases 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- GKXVJHDEWHKBFH-UHFFFAOYSA-N [2-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC=C1CN GKXVJHDEWHKBFH-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000003524 antilipemic agent Substances 0.000 description 2
- 230000001588 bifunctional effect Effects 0.000 description 2
- 230000008602 contraction Effects 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 239000000806 elastomer Substances 0.000 description 2
- 238000005342 ion exchange Methods 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 239000004745 nonwoven fabric Substances 0.000 description 2
- 238000000643 oven drying Methods 0.000 description 2
- 150000002924 oxiranes Chemical group 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000002759 woven fabric Substances 0.000 description 2
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- JZUFKLXOESDKRF-UHFFFAOYSA-N Chlorothiazide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC2=C1NCNS2(=O)=O JZUFKLXOESDKRF-UHFFFAOYSA-N 0.000 description 1
- 229920001605 Dextranomer Polymers 0.000 description 1
- 229930182558 Sterol Natural products 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 239000002830 appetite depressant Substances 0.000 description 1
- 150000004984 aromatic diamines Chemical class 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 210000001124 body fluid Anatomy 0.000 description 1
- 244000309466 calf Species 0.000 description 1
- 230000000332 continued effect Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000007775 late Effects 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 231100000926 not very toxic Toxicity 0.000 description 1
- 125000005702 oxyalkylene group Chemical group 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 230000009919 sequestration Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 150000003432 sterols Chemical class 0.000 description 1
- 235000003702 sterols Nutrition 0.000 description 1
- 230000009974 thixotropic effect Effects 0.000 description 1
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
- 230000037303 wrinkles Effects 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/83—Chemically modified polymers
- C08G18/833—Chemically modified polymers by nitrogen containing compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/74—Synthetic polymeric materials
- A61K31/785—Polymers containing nitrogen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/87—Polyurethanes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/22—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing macromolecular materials
- A61L15/26—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/42—Use of materials characterised by their function or physical properties
- A61L15/60—Liquid-swellable gel-forming materials, e.g. super-absorbents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/0804—Manufacture of polymers containing ionic or ionogenic groups
- C08G18/0809—Manufacture of polymers containing ionic or ionogenic groups containing cationic or cationogenic groups
- C08G18/0814—Manufacture of polymers containing ionic or ionogenic groups containing cationic or cationogenic groups containing ammonium groups or groups forming them
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Hematology (AREA)
- Polymers & Plastics (AREA)
- Materials Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Dispersion Chemistry (AREA)
- Manufacturing & Machinery (AREA)
- Dermatology (AREA)
- Birds (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Polyurethanes Or Polyureas (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Epoxy Resins (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8014515A FR2485548A1 (fr) | 1980-06-30 | 1980-06-30 | Procede de preparation d'un polymere de structure tridimensionnelle du type polyurethane reticule, produit obtenu selon ce procede et son application en tant qu'agent gonflant, notamment en therapeutique |
| FR80.14515 | 1980-06-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1198247A true CA1198247A (en) | 1985-12-17 |
Family
ID=9243672
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000380795A Expired CA1198247A (en) | 1980-06-30 | 1981-06-29 | Process for preparing a polymer of three-dimensional structure of the cross-linked polyurethane type, product obtained according to this process and application thereof as swelling agent |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US4340699A (enExample) |
| EP (1) | EP0043317B1 (enExample) |
| JP (1) | JPS57126814A (enExample) |
| AR (1) | AR230838A1 (enExample) |
| AT (1) | ATE9706T1 (enExample) |
| BR (1) | BR8104108A (enExample) |
| CA (1) | CA1198247A (enExample) |
| CS (1) | CS234027B2 (enExample) |
| DD (1) | DD159642A5 (enExample) |
| DE (1) | DE3166452D1 (enExample) |
| ES (1) | ES503506A0 (enExample) |
| FR (1) | FR2485548A1 (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59124922A (ja) * | 1982-12-31 | 1984-07-19 | Nippon Paint Co Ltd | 顔料分散用樹脂 |
| DE4025912A1 (de) * | 1990-08-16 | 1992-02-20 | Werner Ratjen | Mittel zur oralen einnahme |
| US20030072804A1 (en) * | 2001-03-19 | 2003-04-17 | The Procter & Gamble Company | Use of non-digestible polymeric foams to sequester ingested materials thereby inhibiting their absorption by the body |
| US20030091610A1 (en) * | 2001-03-19 | 2003-05-15 | The Procter & Gamble Company | Use of non-digestible polymeric foams to sequester ingested materials thereby inhibiting their absorption by the body |
| US6723495B2 (en) | 2002-01-24 | 2004-04-20 | Kodak Polychrome Graphics Llc | Water-developable negative-working ultraviolet and infrared imageable element |
| US6743254B2 (en) * | 2002-02-01 | 2004-06-01 | Mentor Corporation | Tissue expander with protection against accidental puncture |
| US8372430B2 (en) * | 2002-12-17 | 2013-02-12 | The Procter & Gamble Company | Compositions, methods, and kits useful for the alleviation of gastrointestinal effects |
| US7794512B2 (en) * | 2007-03-16 | 2010-09-14 | Afton Chemical Corporation | Supplying tungsten to a combustion system or combustion system exhaust stream containing iron |
| CN104622851B (zh) * | 2015-03-13 | 2017-09-12 | 山东省药学科学院 | 一种减肥胶囊及其制备方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5015027B1 (enExample) * | 1971-03-16 | 1975-06-02 | ||
| US4000214A (en) * | 1973-05-29 | 1976-12-28 | Reichhold Chemicals, Inc. | Urethane additive to a standard epoxy resin to improve adhesion to vinyl materials |
| US4127516A (en) * | 1977-02-28 | 1978-11-28 | W. R. Grace & Co. | Hydrophilic polyurethane foams with good wet strength |
| US4143009A (en) * | 1977-03-02 | 1979-03-06 | Frank Dewey | Polyurethane-epoxy casting resin |
-
1980
- 1980-06-30 FR FR8014515A patent/FR2485548A1/fr active Granted
-
1981
- 1981-06-23 DE DE8181401009T patent/DE3166452D1/de not_active Expired
- 1981-06-23 EP EP81401009A patent/EP0043317B1/fr not_active Expired
- 1981-06-23 AT AT81401009T patent/ATE9706T1/de not_active IP Right Cessation
- 1981-06-29 BR BR8104108A patent/BR8104108A/pt unknown
- 1981-06-29 ES ES503506A patent/ES503506A0/es active Granted
- 1981-06-29 AR AR285895A patent/AR230838A1/es active
- 1981-06-29 CA CA000380795A patent/CA1198247A/en not_active Expired
- 1981-06-29 US US06/278,845 patent/US4340699A/en not_active Expired - Fee Related
- 1981-06-29 CS CS814946A patent/CS234027B2/cs unknown
- 1981-06-30 JP JP56103890A patent/JPS57126814A/ja active Pending
- 1981-06-30 DD DD81231314A patent/DD159642A5/de unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CS234027B2 (en) | 1985-03-14 |
| DD159642A5 (de) | 1983-03-23 |
| ES8301252A1 (es) | 1982-12-01 |
| EP0043317A1 (fr) | 1982-01-06 |
| ATE9706T1 (de) | 1984-10-15 |
| BR8104108A (pt) | 1982-03-16 |
| DE3166452D1 (en) | 1984-11-08 |
| US4340699A (en) | 1982-07-20 |
| JPS57126814A (en) | 1982-08-06 |
| ES503506A0 (es) | 1982-12-01 |
| AR230838A1 (es) | 1984-07-31 |
| FR2485548A1 (fr) | 1981-12-31 |
| EP0043317B1 (fr) | 1984-10-03 |
| FR2485548B1 (enExample) | 1982-11-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3939123A (en) | Lightly cross-linked polyurethane hydrogels based on poly(alkylene ether) polyols | |
| EP0799247B1 (en) | Chitosan salts and process for the preparation thereof | |
| CA1181193A (en) | Bandages | |
| AU612690B2 (en) | Curable compositions | |
| CA1198247A (en) | Process for preparing a polymer of three-dimensional structure of the cross-linked polyurethane type, product obtained according to this process and application thereof as swelling agent | |
| JP2001523740A (ja) | ポリ（ビニルグアニジン）を主成分とする超吸収性ゲル | |
| EP0401215A4 (en) | Hydrophilic carboxy polyurethanes | |
| JP2004525660A (ja) | Ｉｎ−Ｓｉｔｕ結合物 | |
| US5668236A (en) | Hydrophilic highly swellable hydrogels | |
| JPH0393861A (ja) | 交差結合ヒドロゲル類およびそれらの製造方法 | |
| EP1516084B1 (de) | Verfahren zum binden von teilchenformigen, wasserabsorbierenden, sauregruppen enthaltenden polymeren an ein tragermaterial | |
| EP0235949A1 (en) | Cohesive dressing | |
| JP3032890B2 (ja) | 吸水剤及びその製法 | |
| CN1202182A (zh) | 可固化组合物 | |
| AU5232698A (en) | Adhesives | |
| JPH0413618A (ja) | 経皮吸収製剤用粘着剤 | |
| CN119630482A (zh) | 吸收性物品 | |
| JP4669121B2 (ja) | 架橋重合体及びその製造方法 | |
| JP4669123B2 (ja) | 架橋ポリアスパラギン酸（塩）から得られる多孔質粒子及びその製造方法 | |
| GB2092606A (en) | Water hardenable splinting bandages | |
| Belcheva et al. | Polymeric sustained release formulations of the bronchial dilator Vephylline | |
| JPH07275699A (ja) | 吸水性材料およびその製造方法 | |
| JP3933359B2 (ja) | 架橋ポリアスパラギン酸（塩）の製造方法 | |
| EP0637328B1 (en) | Polyetheramidoamine superabsorbent hydrogels | |
| JP3512901B2 (ja) | 吸水性材料 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |