RU2633583C2 - Способ получения производных полисахаридов - Google Patents
Способ получения производных полисахаридов Download PDFInfo
- Publication number
- RU2633583C2 RU2633583C2 RU2015103729A RU2015103729A RU2633583C2 RU 2633583 C2 RU2633583 C2 RU 2633583C2 RU 2015103729 A RU2015103729 A RU 2015103729A RU 2015103729 A RU2015103729 A RU 2015103729A RU 2633583 C2 RU2633583 C2 RU 2633583C2
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- RU
- Russia
- Prior art keywords
- cellulose
- polysaccharide
- starch
- mixtures
- group
- Prior art date
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- 229920001282 polysaccharide Polymers 0.000 title claims abstract description 142
- 239000005017 polysaccharide Substances 0.000 title claims abstract description 142
- 150000004676 glycans Chemical class 0.000 title abstract description 18
- 238000004519 manufacturing process Methods 0.000 title description 6
- 239000012948 isocyanate Substances 0.000 claims abstract description 53
- 150000001875 compounds Chemical class 0.000 claims abstract description 52
- 238000000034 method Methods 0.000 claims abstract description 52
- 239000000203 mixture Substances 0.000 claims abstract description 51
- -1 aromatic isocyanate Chemical class 0.000 claims abstract description 40
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- 239000005056 polyisocyanate Substances 0.000 claims abstract description 20
- 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 abstract description 16
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims abstract description 9
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- JIABEENURMZTTI-UHFFFAOYSA-N 1-isocyanato-2-[(2-isocyanatophenyl)methyl]benzene Chemical class O=C=NC1=CC=CC=C1CC1=CC=CC=C1N=C=O JIABEENURMZTTI-UHFFFAOYSA-N 0.000 claims abstract description 3
- PJMDLNIAGSYXLA-UHFFFAOYSA-N 6-iminooxadiazine-4,5-dione Chemical group N=C1ON=NC(=O)C1=O PJMDLNIAGSYXLA-UHFFFAOYSA-N 0.000 claims abstract description 3
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 claims abstract description 3
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- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 9
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- 239000010452 phosphate Substances 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 4
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- CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-UHFFFAOYSA-N 0.000 claims description 3
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- GRYSXUXXBDSYRT-WOUKDFQISA-N (2r,3r,4r,5r)-2-(hydroxymethyl)-4-methoxy-5-[6-(methylamino)purin-9-yl]oxolan-3-ol Chemical compound C1=NC=2C(NC)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1OC GRYSXUXXBDSYRT-WOUKDFQISA-N 0.000 claims description 2
- WDQLRUYAYXDIFW-RWKIJVEZSA-N (2r,3r,4s,5r,6r)-4-[(2s,3r,4s,5r,6r)-3,5-dihydroxy-4-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-6-(hydroxymethyl)oxane-2,3,5-triol Chemical compound O[C@@H]1[C@@H](CO)O[C@@H](O)[C@H](O)[C@H]1O[C@H]1[C@H](O)[C@@H](O[C@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)[C@H](O)[C@@H](CO[C@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)O1 WDQLRUYAYXDIFW-RWKIJVEZSA-N 0.000 claims description 2
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Images
Classifications
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B31/00—Preparation of derivatives of starch
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/395—Isocyanates
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
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- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/20—Macromolecular organic compounds
- D21H17/21—Macromolecular organic compounds of natural origin; Derivatives thereof
- D21H17/24—Polysaccharides
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B15/00—Preparation of other cellulose derivatives or modified cellulose, e.g. complexes
- C08B15/05—Derivatives containing elements other than carbon, hydrogen, oxygen, halogens or sulfur
- C08B15/06—Derivatives containing elements other than carbon, hydrogen, oxygen, halogens or sulfur containing nitrogen, e.g. carbamates
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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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
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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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
- C08G18/6484—Polysaccharides and derivatives thereof
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/04—Vegetal fibres
- D06M2101/06—Vegetal fibres cellulosic
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/04—Vegetal fibres
- D06M2101/06—Vegetal fibres cellulosic
- D06M2101/08—Esters or ethers of cellulose
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2400/00—Specific information on the treatment or the process itself not provided in D06M23/00-D06M23/18
- D06M2400/01—Creating covalent bondings between the treating agent and the fibre
Landscapes
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- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Biochemistry (AREA)
- Textile Engineering (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP12175126.7 | 2012-07-05 | ||
| EP12175126.7A EP2682408A1 (en) | 2012-07-05 | 2012-07-05 | Derivatized Polysaccharide |
| PCT/EP2013/061543 WO2014005779A1 (en) | 2012-07-05 | 2013-06-05 | Process for preparing derivatized polysaccharides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2015103729A RU2015103729A (ru) | 2016-08-27 |
| RU2633583C2 true RU2633583C2 (ru) | 2017-10-13 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2015103729A RU2633583C2 (ru) | 2012-07-05 | 2013-06-05 | Способ получения производных полисахаридов |
Country Status (9)
| Country | Link |
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Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
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| CN105938111A (zh) * | 2016-06-22 | 2016-09-14 | 江南大学 | 一种结晶型慢消化淀粉含量的测定方法 |
| ES2924976T3 (es) * | 2016-07-22 | 2022-10-13 | Nutrition & Biosciences Usa 4 Inc | Polímeros de poliuretano que comprenden polisacáridos |
| WO2018064669A1 (en) * | 2016-09-30 | 2018-04-05 | The Sherwin-Williams Company | Polysaccharide-based water-compatible wood stain |
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| CN106866935B (zh) * | 2017-03-03 | 2020-02-18 | 山西省交通科学研究院 | 一种生物多糖基水性聚氨酯材料及其制备方法 |
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| CN109535431B (zh) * | 2018-11-18 | 2020-07-28 | 西南交通大学 | 一种淀粉接枝聚亚氨酯聚合物及其制备方法和在可生物降解避孕套中的应用 |
| CN110218267B (zh) * | 2019-07-04 | 2020-08-07 | 汉邦环宇多糖生物科技（河源）有限公司 | 一种右旋糖酐铁的制备方法及用途 |
| WO2021092228A1 (en) | 2019-11-06 | 2021-05-14 | Nutrition & Biosciences USA 4, Inc. | Highly crystalline alpha-1,3-glucan |
| CN111171186B (zh) * | 2020-01-14 | 2022-02-11 | 东北农业大学 | 一种β环糊精功能化纤维素的制备方法及其应用 |
| JP7706464B2 (ja) * | 2020-03-03 | 2025-07-11 | ハンツマン・インターナショナル・エルエルシー | 誘導体化多糖類を含むイソシアネートベースの安定分散液の製造方法 |
| CN111518381A (zh) * | 2020-05-29 | 2020-08-11 | 叶正芬 | 一种工程轮胎用双组分聚氨酯原液及其制备方法 |
| US11097023B1 (en) | 2020-07-02 | 2021-08-24 | Par Pharmaceutical, Inc. | Pre-filled syringe containing sugammadex |
| US11730172B2 (en) | 2020-07-15 | 2023-08-22 | Poet Research, Inc. | Methods and systems for concentrating a solids stream recovered from a process stream in a biorefinery |
| BR112023003670A2 (pt) | 2020-09-18 | 2023-04-04 | Encapsys Llc | Microcápsulas de polissacarídeo uretano/ureia modificadas por amina |
| CN112920369B (zh) * | 2021-01-28 | 2022-07-26 | 孝感市易生新材料有限公司 | 自抗菌性乳酸基水性聚氨酯、其制备方法及其乳液 |
| US20240239921A1 (en) | 2021-05-04 | 2024-07-18 | Nutrition & Biosciences USA 4, Inc. | Compositions comprising oxidized insoluble alpha-glucan |
| WO2022235655A1 (en) | 2021-05-04 | 2022-11-10 | Nutrition & Biosciences USA 4, Inc. | Compositions comprising insoluble alpha-glucan |
| CN114045023B (zh) * | 2021-11-18 | 2023-01-24 | 浙江华峰新材料有限公司 | 一种含有生物质填充材料的聚氨酯树脂及其制备和应用 |
| EP4463519A1 (en) | 2022-01-12 | 2024-11-20 | Nutrition & Biosciences USA 4, Inc. | Coating compositions comprising rubber and insoluble alpha-glucan |
| EP4611720A1 (en) | 2022-11-02 | 2025-09-10 | Nutrition & Biosciences USA 4, Inc. | Compositions comprising xanthan gum and crystalline alpha-1,3-glucan |
| CN118146569B (zh) * | 2024-01-24 | 2024-11-22 | 中国海洋大学 | 透明质酸-青蒿琥酯-聚精氨酸纳米粒、制备方法及应用 |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU164259A1 (enExample) * | ||||
| US3065223A (en) * | 1960-08-12 | 1962-11-20 | Staley Mfg Co A E | Process for preparing starch carbamates and the resulting product |
| US4046725A (en) * | 1975-09-22 | 1977-09-06 | Rhone-Poulenc Industries | Polyurethanes for articles for medical usage |
| US4912205A (en) * | 1986-03-20 | 1990-03-27 | Daicel Chemical Industries, Ltd. | Alkyl-substituted phenylcarbamate derivative of polysaccharide |
| US20100179241A1 (en) * | 2009-01-09 | 2010-07-15 | Danisco A/S | Foamed isocyanate-based polymer, a mix and process for production thereof |
| WO2010079679A1 (ja) * | 2009-01-07 | 2010-07-15 | リンテック株式会社 | 熱応答性高分子ゲルおよび熱応答性高分子ゲルフィルム |
| US20120165516A1 (en) * | 2006-05-09 | 2012-06-28 | Daicel Chemical Industries, Ltd. | Filler for optical isomer separation |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2562978A (en) * | 1947-11-25 | 1951-08-07 | Ivan A Wolff | Starch carbamates |
| US2993888A (en) * | 1960-06-01 | 1961-07-25 | Clark M Welch | Process for the reaction of isocyanates with cellulose in the presence of organic phosphites |
| US4521544A (en) | 1983-02-24 | 1985-06-04 | Patrick J. Crehan | Polyurethane foam from cellulosic products |
| JPH05507298A (ja) * | 1990-04-10 | 1993-10-21 | ケムバイオメッド，リミテッド | 非トロンボゲン性グリコサミノグリカン共重合体 |
| DE19920557B4 (de) | 1999-05-05 | 2004-09-09 | Biotec Asa | Verfahren zur Herstellung von Kollagenfreien kosmetischen Zubereitungen |
| AU2001247599A1 (en) | 2000-03-20 | 2001-10-03 | Kt Holdings, Llc | Polyurethane foams |
| US6211325B1 (en) * | 2000-04-14 | 2001-04-03 | Kansas State University Research Foundation | High strength plastic from reactive blending of starch and polylactic acids |
| US20040157945A1 (en) | 2002-12-30 | 2004-08-12 | Barber Thomas Allan | Rigid urethane foams |
| CN1317068C (zh) | 2003-04-30 | 2007-05-23 | 中国科学院大连化学物理研究所 | 吸附胆红素的环糊精交联聚合物微球及其制备和应用 |
| EP1942123A4 (en) | 2005-10-04 | 2012-06-20 | Kaneka Corp | POLYURETHANE DERIVAT, POLYURETHANE FOAM AND MANUFACTURING METHOD THEREFOR |
-
2012
- 2012-07-05 EP EP12175126.7A patent/EP2682408A1/en not_active Ceased
-
2013
- 2013-06-05 RU RU2015103729A patent/RU2633583C2/ru active
- 2013-06-05 IN IN9973DEN2014 patent/IN2014DN09973A/en unknown
- 2013-06-05 CA CA2874285A patent/CA2874285C/en active Active
- 2013-06-05 BR BR112014032147-7A patent/BR112014032147B1/pt not_active IP Right Cessation
- 2013-06-05 WO PCT/EP2013/061543 patent/WO2014005779A1/en not_active Ceased
- 2013-06-05 CN CN201380035880.XA patent/CN104640883B/zh active Active
- 2013-06-05 EP EP13727145.8A patent/EP2870181B1/en active Active
- 2013-06-05 US US14/411,928 patent/US9815911B2/en not_active Expired - Fee Related
- 2013-06-05 PL PL13727145T patent/PL2870181T3/pl unknown
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU164259A1 (enExample) * | ||||
| US3065223A (en) * | 1960-08-12 | 1962-11-20 | Staley Mfg Co A E | Process for preparing starch carbamates and the resulting product |
| US4046725A (en) * | 1975-09-22 | 1977-09-06 | Rhone-Poulenc Industries | Polyurethanes for articles for medical usage |
| US4912205A (en) * | 1986-03-20 | 1990-03-27 | Daicel Chemical Industries, Ltd. | Alkyl-substituted phenylcarbamate derivative of polysaccharide |
| US20120165516A1 (en) * | 2006-05-09 | 2012-06-28 | Daicel Chemical Industries, Ltd. | Filler for optical isomer separation |
| WO2010079679A1 (ja) * | 2009-01-07 | 2010-07-15 | リンテック株式会社 | 熱応答性高分子ゲルおよび熱応答性高分子ゲルフィルム |
| US20100179241A1 (en) * | 2009-01-09 | 2010-07-15 | Danisco A/S | Foamed isocyanate-based polymer, a mix and process for production thereof |
Non-Patent Citations (2)
| Title |
|---|
| "Effective esterification of carboxymethylcellulose in a new non-aqueous swelling system", 01.02.1996, XP055067924, Retrieved from the Internet: URL: http://rd.springer.com/content/pdf/10. [ retrieved on 2013-06-24] pages 550,553,554549. SARAN KÖHLER ET AL: "New Solvents for Cellulose: Dimethyl Sulfoxide/Ammonium Florides", MACROMOLECULAR BIOSCIENCE, vol.7, no.3, 08.03.2007, с.308. * |
| 1 February 1996 (1996-02-01), XP055067924, Retrieved from the Internet <URL:http://rd.springer.com/content/pdf/10.1007/BF00342445.pdf> [retrieved on 20130624] * |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2874285C (en) | 2020-03-24 |
| WO2014005779A1 (en) | 2014-01-09 |
| BR112014032147B1 (pt) | 2020-12-22 |
| CA2874285A1 (en) | 2014-01-09 |
| RU2015103729A (ru) | 2016-08-27 |
| EP2870181B1 (en) | 2018-08-08 |
| US20150152196A1 (en) | 2015-06-04 |
| PL2870181T3 (pl) | 2018-12-31 |
| CN104640883A (zh) | 2015-05-20 |
| EP2682408A1 (en) | 2014-01-08 |
| US9815911B2 (en) | 2017-11-14 |
| IN2014DN09973A (enExample) | 2015-08-14 |
| CN104640883B (zh) | 2019-03-26 |
| EP2870181A1 (en) | 2015-05-13 |
| BR112014032147A2 (pt) | 2017-06-27 |
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