JP2008510849A - ポリジアセチレンポリマー組成物および製造の方法 - Google Patents
ポリジアセチレンポリマー組成物および製造の方法 Download PDFInfo
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- JP2008510849A JP2008510849A JP2007528003A JP2007528003A JP2008510849A JP 2008510849 A JP2008510849 A JP 2008510849A JP 2007528003 A JP2007528003 A JP 2007528003A JP 2007528003 A JP2007528003 A JP 2007528003A JP 2008510849 A JP2008510849 A JP 2008510849A
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- Prior art keywords
- polymer
- isocyanate
- diacetylene
- reactive
- group
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- 238000000034 method Methods 0.000 title claims description 16
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- 238000004519 manufacturing process Methods 0.000 title description 5
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- LLCSWKVOHICRDD-UHFFFAOYSA-N buta-1,3-diyne Chemical group C#CC#C LLCSWKVOHICRDD-UHFFFAOYSA-N 0.000 claims abstract description 80
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- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 17
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- 125000005442 diisocyanate group Chemical group 0.000 claims description 16
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- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical group CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 10
- 125000001931 aliphatic group Chemical group 0.000 claims description 10
- 239000012975 dibutyltin dilaurate Substances 0.000 claims description 10
- SEWYHOMCDKWYEF-UHFFFAOYSA-N dodeca-5,7-diyne-1,12-diol Chemical group OCCCCC#CC#CCCCCO SEWYHOMCDKWYEF-UHFFFAOYSA-N 0.000 claims description 10
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- FGTGRNYBZPTINT-UHFFFAOYSA-N octa-3,5-diyne-1,8-diol Chemical compound OCCC#CC#CCCO FGTGRNYBZPTINT-UHFFFAOYSA-N 0.000 claims description 4
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 4
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- OYQYHJRSHHYEIG-UHFFFAOYSA-N ethyl carbamate;urea Chemical compound NC(N)=O.CCOC(N)=O OYQYHJRSHHYEIG-UHFFFAOYSA-N 0.000 claims description 2
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- CKVWIEREOYIKNC-UHFFFAOYSA-N 2,7-dimethylocta-3,5-diyne-2,7-diol Chemical compound CC(C)(O)C#CC#CC(C)(C)O CKVWIEREOYIKNC-UHFFFAOYSA-N 0.000 claims 1
- 239000008346 aqueous phase Substances 0.000 claims 1
- BLPYWBZRUNDXJH-UHFFFAOYSA-N deca-4,6-diyne-1,10-diol Chemical compound OCCCC#CC#CCCCO BLPYWBZRUNDXJH-UHFFFAOYSA-N 0.000 claims 1
- OUJMMJCWDLNULZ-UHFFFAOYSA-N dodeca-5,7-diyne-4,9-diol Chemical compound CCCC(O)C#CC#CC(O)CCC OUJMMJCWDLNULZ-UHFFFAOYSA-N 0.000 claims 1
- 238000001035 drying Methods 0.000 claims 1
- JXMQYKBAZRDVTC-UHFFFAOYSA-N hexa-2,4-diyne-1,6-diol Chemical compound OCC#CC#CCO JXMQYKBAZRDVTC-UHFFFAOYSA-N 0.000 claims 1
- 230000001678 irradiating effect Effects 0.000 claims 1
- -1 polydienes Polymers 0.000 description 29
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 27
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- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 15
- 238000002360 preparation method Methods 0.000 description 15
- 239000005056 polyisocyanate Substances 0.000 description 13
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- 238000006116 polymerization reaction Methods 0.000 description 13
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- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 8
- 125000002091 cationic group Chemical group 0.000 description 8
- 238000001338 self-assembly Methods 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 7
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- 125000005702 oxyalkylene group Chemical group 0.000 description 7
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
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- 125000000129 anionic group Chemical group 0.000 description 6
- DMEGYFMYUHOHGS-UHFFFAOYSA-N cycloheptane Chemical group C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 6
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- 239000003995 emulsifying agent Substances 0.000 description 6
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- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 5
- 229920001451 polypropylene glycol Polymers 0.000 description 5
- 239000007858 starting material Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 238000000429 assembly Methods 0.000 description 4
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- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
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- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 4
- 238000010998 test method Methods 0.000 description 4
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 description 3
- 239000004952 Polyamide Substances 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- 125000002993 cycloalkylene group Chemical group 0.000 description 3
- WJTCGQSWYFHTAC-UHFFFAOYSA-N cyclooctane Chemical group C1CCCCCCC1 WJTCGQSWYFHTAC-UHFFFAOYSA-N 0.000 description 3
- 150000004985 diamines Chemical class 0.000 description 3
- 125000005678 ethenylene group Chemical group [H]C([*:1])=C([H])[*:2] 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 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 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
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- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachloro-phenol Natural products OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 3
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 3
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 3
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- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
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- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
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- 125000005677 ethinylene group Chemical group [*:2]C#C[*:1] 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 2
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- 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
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- 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
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- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
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- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
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- C08G18/3275—Hydroxyamines containing two hydroxy groups
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- 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
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- 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
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- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/675—Low-molecular-weight compounds
- C08G18/679—Acetylenic compounds
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
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- C09D175/04—Polyurethanes
- C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/28—Web or sheet containing structurally defined element or component and having an adhesive outermost layer
- Y10T428/2852—Adhesive compositions
- Y10T428/2896—Adhesive compositions including nitrogen containing condensation polymer [e.g., polyurethane, polyisocyanate, etc.]
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
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- Y10T428/31504—Composite [nonstructural laminate]
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Landscapes
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- Manufacturing & Machinery (AREA)
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- Wood Science & Technology (AREA)
- Polyurethanes Or Polyureas (AREA)
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
- Paints Or Removers (AREA)
- Adhesives Or Adhesive Processes (AREA)
Applications Claiming Priority (2)
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| US10/922,092 US7816472B2 (en) | 2004-08-19 | 2004-08-19 | Polydiacetylene polymer compositions and methods of manufacture |
| PCT/US2005/029361 WO2006023625A1 (en) | 2004-08-19 | 2005-08-18 | Polydiacetylene polymer compositions and methods of manufacture |
Publications (2)
| Publication Number | Publication Date |
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| JP2008510849A true JP2008510849A (ja) | 2008-04-10 |
| JP2008510849A5 JP2008510849A5 (enExample) | 2008-10-02 |
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| Country | Link |
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| US (2) | US7816472B2 (enExample) |
| EP (1) | EP1799740A1 (enExample) |
| JP (1) | JP2008510849A (enExample) |
| KR (1) | KR101237637B1 (enExample) |
| CN (1) | CN101027334B (enExample) |
| WO (1) | WO2006023625A1 (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012092211A (ja) * | 2010-10-26 | 2012-05-17 | Nagoya City | アリールアセチレン含有樹脂およびその製造方法、および当該樹脂を用いたひずみセンサ |
| JP2015519448A (ja) * | 2012-05-30 | 2015-07-09 | テーザ・ソシエタス・ヨーロピア | 第１の外側の感圧接着性の面および第２の外側の熱活性化性の面を備えた両面接着テープ |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20040126897A1 (en) * | 2002-12-19 | 2004-07-01 | 3M Innovative Properties Company | Colorimetric sensors constructed of diacetylene materials |
| US6963007B2 (en) | 2002-12-19 | 2005-11-08 | 3M Innovative Properties Company | Diacetylenic materials for sensing applications |
| EP1739144A4 (en) * | 2004-03-29 | 2009-09-30 | Dai Ichi Kogyo Seiyaku Co Ltd | Water-based coating composition for surface treatment of metallic material |
| US7816472B2 (en) * | 2004-08-19 | 2010-10-19 | 3M Innovative Properties Company | Polydiacetylene polymer compositions and methods of manufacture |
| US7371511B2 (en) * | 2004-08-19 | 2008-05-13 | 3M Innovative Properties Company | Polydiacetylene polymer blends |
| CA2589351A1 (en) * | 2004-12-17 | 2006-07-13 | 3M Innovative Properties Company | Colorimetric sensors constructed of diacetylene materials |
| JP2011504236A (ja) * | 2007-11-20 | 2011-02-03 | スリーエム イノベイティブ プロパティズ カンパニー | ジアセチレンを含むポリマーセンサーを用いる細菌試料の分析方法 |
| EA019299B9 (ru) * | 2008-07-03 | 2014-05-30 | Дейталейз Лтд. | Полихромные вещества и их применение |
| US20120315481A1 (en) * | 2011-06-07 | 2012-12-13 | Korea University Research And Business Foundation | Porous diacetylene particles, synthesis method thereof |
| WO2014070727A1 (en) * | 2012-10-29 | 2014-05-08 | Freshair Sensor Corporation | Molecularly imprinted polymer-based passive sensor |
| WO2015130529A2 (en) | 2014-02-25 | 2015-09-03 | Freshair Sensor Corporation | Molecularly imprinted polymer sensors |
| JP2018517802A (ja) | 2015-04-24 | 2018-07-05 | ザ ペン ステイト リサーチ ファンデーション | クリック可能な水性ポリマー及びクリック架橋された水性ポリマー |
| TWI628062B (zh) | 2016-03-17 | 2018-07-01 | 欣興電子股份有限公司 | 線路板的製作方法與感壓印模 |
| CN107267107A (zh) * | 2017-05-29 | 2017-10-20 | 北华大学 | 一种环保型水性聚氨酯胶黏剂的制备方法 |
| BR112020013174B1 (pt) * | 2018-01-26 | 2023-03-28 | Kimberly-Clark Worldwide, Inc | Composição indicadora de umidade, substrato para indicar umidade, e, método para indicar umidade em um artigo absorvente |
| DE102021108290A1 (de) | 2021-03-31 | 2022-10-06 | Hendrik Lötter | Beschichtungsstoffgemisch, Verwendung eines Beschichtungsstoffgemisches, Verfahren zur Herstellung eines Bauteils, Bauteil, Fahrzeug, Gebäude, Möbel und Maschine |
| CN114350250B (zh) * | 2022-02-21 | 2022-08-02 | 中南大学 | 一种基于刺激响应方式的快干生物基水性聚氨酯涂料及其制备方法 |
| CN122404663A (zh) * | 2026-06-11 | 2026-07-17 | 成都普利铭医用材料科技有限责任公司 | 一种高阻燃性能水性聚氨酯及其制备方法和应用 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE754567A (fr) | 1969-08-09 | 1971-02-08 | Basf Ag | Matieres durcissables par irradiation, a base de polymeres a groupements non satures ethyleniquement se repetant |
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-
2004
- 2004-08-19 US US10/922,092 patent/US7816472B2/en not_active Expired - Fee Related
-
2005
- 2005-08-18 JP JP2007528003A patent/JP2008510849A/ja not_active Withdrawn
- 2005-08-18 WO PCT/US2005/029361 patent/WO2006023625A1/en not_active Ceased
- 2005-08-18 CN CN2005800320013A patent/CN101027334B/zh not_active Expired - Fee Related
- 2005-08-18 EP EP05788465A patent/EP1799740A1/en not_active Withdrawn
- 2005-08-18 KR KR1020077006093A patent/KR101237637B1/ko not_active Expired - Fee Related
-
2010
- 2010-10-08 US US12/900,532 patent/US20110028668A1/en not_active Abandoned
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012092211A (ja) * | 2010-10-26 | 2012-05-17 | Nagoya City | アリールアセチレン含有樹脂およびその製造方法、および当該樹脂を用いたひずみセンサ |
| JP2015519448A (ja) * | 2012-05-30 | 2015-07-09 | テーザ・ソシエタス・ヨーロピア | 第１の外側の感圧接着性の面および第２の外側の熱活性化性の面を備えた両面接着テープ |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2006023625A1 (en) | 2006-03-02 |
| KR101237637B1 (ko) | 2013-02-27 |
| US20060041099A1 (en) | 2006-02-23 |
| US20110028668A1 (en) | 2011-02-03 |
| KR20070052314A (ko) | 2007-05-21 |
| EP1799740A1 (en) | 2007-06-27 |
| US7816472B2 (en) | 2010-10-19 |
| CN101027334A (zh) | 2007-08-29 |
| CN101027334B (zh) | 2012-12-05 |
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