DE2405981A1 - Wasserunloesliche, wasserquellbare polymerprodukte und verfahren zu ihrer herstellung - Google Patents
Wasserunloesliche, wasserquellbare polymerprodukte und verfahren zu ihrer herstellungInfo
- Publication number
- DE2405981A1 DE2405981A1 DE19742405981 DE2405981A DE2405981A1 DE 2405981 A1 DE2405981 A1 DE 2405981A1 DE 19742405981 DE19742405981 DE 19742405981 DE 2405981 A DE2405981 A DE 2405981A DE 2405981 A1 DE2405981 A1 DE 2405981A1
- Authority
- DE
- Germany
- Prior art keywords
- copolymer
- solution
- water
- crosslinking agent
- fibers
- 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
- 238000000034 method Methods 0.000 title claims description 25
- 229920000642 polymer Polymers 0.000 title claims description 25
- 238000004519 manufacturing process Methods 0.000 title claims description 11
- 229920001577 copolymer Polymers 0.000 claims description 76
- 239000000243 solution Substances 0.000 claims description 55
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 29
- 239000003431 cross linking reagent Substances 0.000 claims description 29
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 27
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 26
- 238000006243 chemical reaction Methods 0.000 claims description 20
- 239000000178 monomer Substances 0.000 claims description 20
- 229920002554 vinyl polymer Polymers 0.000 claims description 14
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 13
- 229910021529 ammonia Inorganic materials 0.000 claims description 13
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 13
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 12
- 229910001854 alkali hydroxide Inorganic materials 0.000 claims description 12
- -1 vinyl aromatic Compound Chemical class 0.000 claims description 11
- 230000015271 coagulation Effects 0.000 claims description 9
- 238000005345 coagulation Methods 0.000 claims description 9
- 238000004132 cross linking Methods 0.000 claims description 9
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 8
- 229920005862 polyol Polymers 0.000 claims description 6
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 5
- 125000000524 functional group Chemical group 0.000 claims description 5
- 150000002894 organic compounds Chemical class 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 150000001336 alkenes Chemical group 0.000 claims description 3
- 150000001414 amino alcohols Chemical class 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 150000003077 polyols Chemical class 0.000 claims description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- 230000008961 swelling Effects 0.000 claims description 2
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 2
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 150000001491 aromatic compounds Chemical class 0.000 claims 1
- 239000000835 fiber Substances 0.000 description 69
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 29
- 239000000047 product Substances 0.000 description 29
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 21
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 21
- 239000002904 solvent Substances 0.000 description 21
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- 238000009987 spinning Methods 0.000 description 11
- 239000007788 liquid Substances 0.000 description 10
- 239000011780 sodium chloride Substances 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- HGXJDMCMYLEZMJ-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOOC(=O)C(C)(C)C HGXJDMCMYLEZMJ-UHFFFAOYSA-N 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 150000008064 anhydrides Chemical group 0.000 description 5
- 238000007380 fibre production Methods 0.000 description 5
- 229920001897 terpolymer Polymers 0.000 description 5
- 239000004971 Cross linker Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 238000000578 dry spinning Methods 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 238000005755 formation reaction Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 238000010926 purge Methods 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000002166 wet spinning Methods 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 2
- DXIJHCSGLOHNES-UHFFFAOYSA-N 3,3-dimethylbut-1-enylbenzene Chemical compound CC(C)(C)C=CC1=CC=CC=C1 DXIJHCSGLOHNES-UHFFFAOYSA-N 0.000 description 2
- PYSRRFNXTXNWCD-UHFFFAOYSA-N 3-(2-phenylethenyl)furan-2,5-dione Chemical compound O=C1OC(=O)C(C=CC=2C=CC=CC=2)=C1 PYSRRFNXTXNWCD-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 2
- 229920000147 Styrene maleic anhydride Polymers 0.000 description 2
- UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 2
- 150000001447 alkali salts Chemical class 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 210000001124 body fluid Anatomy 0.000 description 2
- 239000010839 body fluid Substances 0.000 description 2
- 229920006037 cross link polymer Polymers 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 229920005684 linear copolymer Polymers 0.000 description 2
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- ORTVZLZNOYNASJ-UPHRSURJSA-N (z)-but-2-ene-1,4-diol Chemical compound OC\C=C/CO ORTVZLZNOYNASJ-UPHRSURJSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 125000004018 acid anhydride group Chemical group 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- DLDJFQGPPSQZKI-UHFFFAOYSA-N but-2-yne-1,4-diol Chemical compound OCC#CCO DLDJFQGPPSQZKI-UHFFFAOYSA-N 0.000 description 1
- DTGWMJJKPLJKQD-UHFFFAOYSA-N butyl 2,2-dimethylpropaneperoxoate Chemical group CCCCOOC(=O)C(C)(C)C DTGWMJJKPLJKQD-UHFFFAOYSA-N 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 230000001112 coagulating effect Effects 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 229920006240 drawn fiber Polymers 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- PBZROIMXDZTJDF-UHFFFAOYSA-N hepta-1,6-dien-4-one Chemical compound C=CCC(=O)CC=C PBZROIMXDZTJDF-UHFFFAOYSA-N 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
- 239000011261 inert gas Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000006855 networking Effects 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920005594 polymer fiber Polymers 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- 229920006029 tetra-polymer Polymers 0.000 description 1
- 239000004634 thermosetting polymer Substances 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- FUSUHKVFWTUUBE-UHFFFAOYSA-N vinyl methyl ketone Natural products CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/28—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D01F6/36—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds comprising unsaturated carboxylic acids or unsaturated organic esters as the major constituent
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/28—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D01F6/42—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds comprising cyclic compounds containing one carbon-to-carbon double bond in the side chain as major constituent
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Artificial Filaments (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/331,849 US3983095A (en) | 1973-02-12 | 1973-02-12 | Absorbent fibers and process for their preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2405981A1 true DE2405981A1 (de) | 1974-08-22 |
Family
ID=23295629
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19742405981 Pending DE2405981A1 (de) | 1973-02-12 | 1974-02-08 | Wasserunloesliche, wasserquellbare polymerprodukte und verfahren zu ihrer herstellung |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US3983095A (enExample) |
| JP (1) | JPS49109698A (enExample) |
| AU (1) | AU476598B2 (enExample) |
| BE (1) | BE810909A (enExample) |
| CA (1) | CA1011036A (enExample) |
| DE (1) | DE2405981A1 (enExample) |
| FR (1) | FR2217360B1 (enExample) |
| GB (1) | GB1455475A (enExample) |
| IT (1) | IT1002871B (enExample) |
| NL (1) | NL7401887A (enExample) |
| SE (1) | SE401212B (enExample) |
Families Citing this family (47)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2614662A1 (de) * | 1975-04-07 | 1977-01-27 | Dow Chemical Co | Zusammensetzung zur herstellung von in wasser quellbaren gegenstaenden |
| JPS5259690A (en) * | 1975-11-12 | 1977-05-17 | Sanyo Chem Ind Ltd | Preparation of water absorbing resin |
| US4165743A (en) * | 1976-11-29 | 1979-08-28 | Akzona Incorporated | Regenerated cellulose fibers containing alkali metal or ammonium salt of a copolymer of an alkyl vinyl ether and ethylene dicarboxylic acid or anhydride and a process for making them |
| US4186233A (en) * | 1978-03-27 | 1980-01-29 | The Dow Chemical Company | Disposable composite insensitive to surface moisture but disintegratable in aqueous liquid |
| NL7908799A (nl) * | 1978-12-22 | 1980-06-24 | Tno | Werkwijze voor de bereiding van een polymeermengsel, gevormde produkten, verkregen daaruit en polymeer- legering. |
| US4359047A (en) * | 1979-03-21 | 1982-11-16 | Advance Tapes (U.K.) Limited | Gelatinous articles and compositions |
| US4320753A (en) * | 1979-11-07 | 1982-03-23 | Research Corporation | Malic acid polymers |
| US4604221A (en) * | 1982-07-06 | 1986-08-05 | The Lubrizol Corporation | Nitrogen-containing esters and lubricants containing them |
| ATE27904T1 (de) * | 1983-04-06 | 1987-07-15 | Smith & Nephew Ass | Verband. |
| DE3325067A1 (de) * | 1983-07-12 | 1985-01-24 | Hasso von 4000 Düsseldorf Blücher | Hochwasserschutz |
| US4575376A (en) * | 1983-11-07 | 1986-03-11 | International Playtex | Method for increasing the absorbency of cellulosic fibers |
| US4548847A (en) * | 1984-01-09 | 1985-10-22 | Kimberly-Clark Corporation | Delayed-swelling absorbent systems |
| CA1256640A (en) * | 1984-03-05 | 1989-06-27 | Harumasa Yamasaki | Absorptive material |
| US4594378A (en) * | 1985-03-25 | 1986-06-10 | The Lubrizol Corporation | Polymeric compositions, oil compositions containing said polymeric compositions, transmission fluids and hydraulic fluids |
| US4813945A (en) * | 1986-02-26 | 1989-03-21 | Arco Chemical Technology, Inc. | Ultrahigh water-absorbing fiber forming composition |
| US4892533A (en) * | 1986-02-26 | 1990-01-09 | Arco Chemical Technology, Inc. | Ultrahigh water-absorbing fiber-forming composition |
| US4769022A (en) * | 1986-05-02 | 1988-09-06 | Minnesota Mining And Manufacturing Company | Cleansing pad |
| US4880868A (en) * | 1986-10-06 | 1989-11-14 | Arco Chemical Technology, Inc. | Extended shelf life water-absorbing composition which facilitates fiber formation |
| US5064921A (en) * | 1989-06-07 | 1991-11-12 | Bayer Aktiengesellschaft | Hydroxy functional copolymers, a process for the preparation and their use as binders or binder components |
| US5242991A (en) * | 1989-11-28 | 1993-09-07 | E. I. Du Pont De Nemours And Company | Quaternary ammonium polyarylamide |
| US5026784A (en) * | 1990-01-04 | 1991-06-25 | Arco Chemical Technology, Inc. | Polymer compositions and absorbent fibers produced therefrom |
| CA2098322C (en) * | 1991-01-03 | 1996-07-30 | John Richard Noel | Absorbent article having rapid acquiring, multiple layer absorbent core |
| US5300054A (en) * | 1991-01-03 | 1994-04-05 | The Procter & Gamble Company | Absorbent article having rapid acquiring, wrapped multiple layer absorbent body |
| US5239017A (en) * | 1991-04-26 | 1993-08-24 | Isp Investments Inc. | Continuous process for the production of pressure sensitive adhesive mass compositions and articles made therefrom |
| US5669895A (en) * | 1991-11-11 | 1997-09-23 | The Procter & Gamble Company | Absorbent article having rapid distribution strip |
| IT1257101B (it) * | 1992-09-16 | 1996-01-05 | Gianfranco Palumbo | Articolo assorbente con distribuzione controllata del liquido. |
| GB2320456B (en) * | 1996-12-18 | 2001-09-05 | Fip Holdings Ltd | Polymer processing method |
| JP2001517125A (ja) * | 1997-03-27 | 2001-10-02 | ザ、プロクター、エンド、ギャンブル、カンパニー | 義歯安定化組成物 |
| US5872160A (en) * | 1997-03-27 | 1999-02-16 | The Procter &Gamble Company | Denture stabilizing compositions |
| GB2340835B (en) | 1998-08-26 | 2003-01-15 | Pvax Ploymers Ltd | PVA-containing compositions |
| GB0005016D0 (en) * | 2000-03-01 | 2000-04-26 | Jumik Technologies Limited | PVA-Containing compositions |
| JP2007528918A (ja) | 2004-03-02 | 2007-10-18 | エグゾテック バイオ ソルーションズ リミテッド | 生体適合性生分解性吸水性ハイブリッド物質 |
| GB2422185B (en) | 2005-01-13 | 2008-06-18 | Pvaxx Res & Dev Ltd | A projectile cartridge, a wad for a projectile cartridge and a method of making thereof |
| GB2422150B (en) * | 2005-01-13 | 2009-11-25 | Pvaxx Res & Dev Ltd | PVA-containing compositions |
| US20070149642A1 (en) | 2005-12-28 | 2007-06-28 | Sunstar, Inc. | Denture fixative composition |
| US20080113575A1 (en) * | 2006-11-09 | 2008-05-15 | Davis Michael C | Solvent stripping process |
| EP2091322B1 (en) | 2006-11-20 | 2019-08-14 | Church & Dwight Co., Inc. | Clump recognition animal litter |
| US7592415B2 (en) * | 2006-12-18 | 2009-09-22 | E. I. Du Pont De Nemours And Company | Infrared solvent stripping process |
| US20080142737A1 (en) * | 2006-12-18 | 2008-06-19 | Joseph Brian Hovanec | Microwave solvent stripping process |
| ES2847255T3 (es) | 2016-10-11 | 2021-08-02 | Procter & Gamble | Artículo absorbente desechable que comprende un núcleo con múltiples laminados |
| JP7445600B2 (ja) | 2018-04-02 | 2024-03-07 | ポリグリーン リミテッド | スチレンマレイン酸コポリマーおよびバイオポリマーに基づく負荷下で高吸収性を有する生分解性超吸収性ポリマーの製造方法 |
| EP3773398A1 (en) | 2018-04-11 | 2021-02-17 | The Procter & Gamble Company | Folded disposable absorbent articles |
| CN111867539A (zh) | 2018-04-11 | 2020-10-30 | 宝洁公司 | 吸收制品及其制备方法 |
| US12036104B2 (en) | 2018-04-11 | 2024-07-16 | The Procter & Gamble Company | Disposable absorbent articles with improved edge flexibility |
| WO2020102227A1 (en) | 2018-11-13 | 2020-05-22 | Green Polymers Ltd. | Polymeric composition for use as soil conditioner with improved water absorbency during watering of the agricultural crops |
| EP4643832A1 (en) | 2024-04-29 | 2025-11-05 | The Procter & Gamble Company | Absorbent article for low viscosity fecal matter |
| GB2641043A (en) | 2024-05-13 | 2025-11-19 | Technical Absorbents Ltd | Geosynthetic liner |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL235830A (enExample) * | 1958-02-06 | |||
| US3085986A (en) * | 1959-10-30 | 1963-04-16 | Sinclair Research Inc | Composition comprising a low viscosity styrene-maleic anhydride copolymer and a polyhydric alcohol |
| GB1057827A (en) * | 1963-01-02 | 1967-02-08 | Monsanto Co | Purification of water and air |
| US3810468A (en) * | 1966-05-31 | 1974-05-14 | Dow Chemical Co | Sorbent |
| US3678016A (en) * | 1967-02-27 | 1972-07-18 | Dow Chemical Co | Fabrication of shaped articles cross-linked by chemical addition reactions |
| US3642726A (en) * | 1969-08-11 | 1972-02-15 | Gulf Research Development Co | Thermoplastic crosslinked polyester material and method of molding |
-
1973
- 1973-02-12 US US05/331,849 patent/US3983095A/en not_active Expired - Lifetime
-
1974
- 1974-01-31 CA CA191,445A patent/CA1011036A/en not_active Expired
- 1974-02-06 AU AU65242/74A patent/AU476598B2/en not_active Expired
- 1974-02-08 DE DE19742405981 patent/DE2405981A1/de active Pending
- 1974-02-08 IT IT48222/74A patent/IT1002871B/it active
- 1974-02-08 JP JP49015536A patent/JPS49109698A/ja active Pending
- 1974-02-11 FR FR7404476A patent/FR2217360B1/fr not_active Expired
- 1974-02-11 SE SE7401807A patent/SE401212B/xx unknown
- 1974-02-12 NL NL7401887A patent/NL7401887A/xx not_active Application Discontinuation
- 1974-02-12 GB GB637474A patent/GB1455475A/en not_active Expired
- 1974-02-12 BE BE140811A patent/BE810909A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR2217360A1 (enExample) | 1974-09-06 |
| CA1011036A (en) | 1977-05-24 |
| SE401212B (sv) | 1978-04-24 |
| AU6524274A (en) | 1975-08-07 |
| IT1002871B (it) | 1976-05-20 |
| FR2217360B1 (enExample) | 1976-11-26 |
| JPS49109698A (enExample) | 1974-10-18 |
| GB1455475A (en) | 1976-11-10 |
| NL7401887A (enExample) | 1974-08-14 |
| US3983095A (en) | 1976-09-28 |
| BE810909A (fr) | 1974-08-12 |
| AU476598B2 (en) | 1976-09-30 |
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