JP5532224B2 - ウレタンプレポリマー - Google Patents
ウレタンプレポリマー Download PDFInfo
- Publication number
- JP5532224B2 JP5532224B2 JP2010041829A JP2010041829A JP5532224B2 JP 5532224 B2 JP5532224 B2 JP 5532224B2 JP 2010041829 A JP2010041829 A JP 2010041829A JP 2010041829 A JP2010041829 A JP 2010041829A JP 5532224 B2 JP5532224 B2 JP 5532224B2
- Authority
- JP
- Japan
- Prior art keywords
- urethane prepolymer
- parts
- molecular weight
- average molecular
- number average
- 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.)
- Active
Links
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 title claims description 68
- 229920005862 polyol Polymers 0.000 claims description 33
- 150000003077 polyols Chemical class 0.000 claims description 33
- 239000000853 adhesive Substances 0.000 claims description 27
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 26
- 230000001070 adhesive effect Effects 0.000 claims description 26
- 229920000570 polyether Polymers 0.000 claims description 26
- 229920005906 polyester polyol Polymers 0.000 claims description 19
- 150000001412 amines Chemical class 0.000 claims description 18
- 239000002202 Polyethylene glycol Substances 0.000 claims description 9
- 229920001223 polyethylene glycol Polymers 0.000 claims description 9
- -1 polytetramethylene Polymers 0.000 claims description 9
- 229920001228 polyisocyanate Polymers 0.000 claims description 7
- 239000005056 polyisocyanate Substances 0.000 claims description 7
- 238000000576 coating method Methods 0.000 claims description 6
- 229920003232 aliphatic polyester Polymers 0.000 claims description 4
- QDFXRVAOBHEBGJ-UHFFFAOYSA-N 3-(cyclononen-1-yl)-4,5,6,7,8,9-hexahydro-1h-diazonine Chemical compound C1CCCCCCC=C1C1=NNCCCCCC1 QDFXRVAOBHEBGJ-UHFFFAOYSA-N 0.000 claims description 2
- WADSJYLPJPTMLN-UHFFFAOYSA-N 3-(cycloundecen-1-yl)-1,2-diazacycloundec-2-ene Chemical compound C1CCCCCCCCC=C1C1=NNCCCCCCCC1 WADSJYLPJPTMLN-UHFFFAOYSA-N 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 description 23
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 22
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 22
- 238000001723 curing Methods 0.000 description 20
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 17
- 239000000758 substrate Substances 0.000 description 16
- 230000001588 bifunctional effect Effects 0.000 description 13
- 230000035699 permeability Effects 0.000 description 13
- 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 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 11
- 239000001361 adipic acid Substances 0.000 description 11
- 235000011037 adipic acid Nutrition 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 11
- 229910001873 dinitrogen Inorganic materials 0.000 description 11
- 239000007789 gas Substances 0.000 description 11
- 239000011521 glass Substances 0.000 description 11
- 150000002009 diols Chemical class 0.000 description 10
- 229920000728 polyester Polymers 0.000 description 10
- 229920001451 polypropylene glycol Polymers 0.000 description 10
- 208000005156 Dehydration Diseases 0.000 description 9
- 230000018044 dehydration Effects 0.000 description 9
- 238000006297 dehydration reaction Methods 0.000 description 9
- 239000011541 reaction mixture Substances 0.000 description 9
- 230000007062 hydrolysis Effects 0.000 description 7
- 238000006460 hydrolysis reaction Methods 0.000 description 7
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 7
- 238000005187 foaming Methods 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- SSUJUUNLZQVZMO-UHFFFAOYSA-N 1,2,3,4,8,9,10,10a-octahydropyrimido[1,2-a]azepine Chemical compound C1CCC=CN2CCCNC21 SSUJUUNLZQVZMO-UHFFFAOYSA-N 0.000 description 5
- 239000011347 resin Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 230000001771 impaired effect Effects 0.000 description 3
- 230000014759 maintenance of location Effects 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 239000003566 sealing material Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 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 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 238000010030 laminating Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-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
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 1
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 description 1
- ZKSBDEFDWSDNPW-UHFFFAOYSA-N 1-butoxy-2,4-diisocyanatobenzene Chemical compound CCCCOC1=CC=C(N=C=O)C=C1N=C=O ZKSBDEFDWSDNPW-UHFFFAOYSA-N 0.000 description 1
- SZBXTBGNJLZMHB-UHFFFAOYSA-N 1-chloro-2,4-diisocyanatobenzene Chemical compound ClC1=CC=C(N=C=O)C=C1N=C=O SZBXTBGNJLZMHB-UHFFFAOYSA-N 0.000 description 1
- NBUGUQFIYUNXCW-UHFFFAOYSA-N 2,3,3-trimethylpentane-2,4-diamine Chemical compound CC(N)C(C)(C)C(C)(C)N NBUGUQFIYUNXCW-UHFFFAOYSA-N 0.000 description 1
- DZDVHNPXFWWDRM-UHFFFAOYSA-N 2,4-diisocyanato-1-methoxybenzene Chemical compound COC1=CC=C(N=C=O)C=C1N=C=O DZDVHNPXFWWDRM-UHFFFAOYSA-N 0.000 description 1
- VXQILLTWRZPRQF-UHFFFAOYSA-N 2,4-diisocyanato-1-propan-2-ylbenzene Chemical compound CC(C)C1=CC=C(N=C=O)C=C1N=C=O VXQILLTWRZPRQF-UHFFFAOYSA-N 0.000 description 1
- ACMIJDVJWLMBCX-PXAZEXFGSA-N 4-[(3ar,6ar)-2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[2,3-c]pyrrol-5-yl]-6-fluoro-n-methyl-2-(2-methylpyrimidin-5-yl)oxy-9h-pyrimido[4,5-b]indol-8-amine Chemical compound CNC1=CC(F)=CC(C2=C(N3C[C@@H]4NCC[C@@H]4C3)N=3)=C1NC2=NC=3OC1=CN=C(C)N=C1 ACMIJDVJWLMBCX-PXAZEXFGSA-N 0.000 description 1
- HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
- 229920002799 BoPET Polymers 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- VWYHWAHYVKZKHI-UHFFFAOYSA-N N=C=O.N=C=O.C1=CC(N)=CC=C1C1=CC=C(N)C=C1 Chemical compound N=C=O.N=C=O.C1=CC(N)=CC=C1C1=CC=C(N)C=C1 VWYHWAHYVKZKHI-UHFFFAOYSA-N 0.000 description 1
- AEZZSRCTSQADDX-UHFFFAOYSA-N N=C=O.N=C=O.CC1=CC(C)=CC(C)=C1 Chemical compound N=C=O.N=C=O.CC1=CC(C)=CC(C)=C1 AEZZSRCTSQADDX-UHFFFAOYSA-N 0.000 description 1
- 239000004825 One-part adhesive Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- KQWGXHWJMSMDJJ-UHFFFAOYSA-N cyclohexyl isocyanate Chemical compound O=C=NC1CCCCC1 KQWGXHWJMSMDJJ-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000013008 moisture curing Methods 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A43—FOOTWEAR
- A43B—CHARACTERISTIC FEATURES OF FOOTWEAR; PARTS OF FOOTWEAR
- A43B7/00—Footwear with health or hygienic arrangements
- A43B7/14—Footwear with health or hygienic arrangements with foot-supporting parts
- A43B7/26—Footwear with health or hygienic arrangements with foot-supporting parts with toe-spacers or toe-spreaders
-
- A—HUMAN NECESSITIES
- A43—FOOTWEAR
- A43B—CHARACTERISTIC FEATURES OF FOOTWEAR; PARTS OF FOOTWEAR
- A43B17/00—Insoles for insertion, e.g. footbeds or inlays, for attachment to the shoe after the upper has been joined
- A43B17/16—Insoles for insertion, e.g. footbeds or inlays, for attachment to the shoe after the upper has been joined with heel or toe caps
-
- A—HUMAN NECESSITIES
- A43—FOOTWEAR
- A43C—FASTENINGS OR ATTACHMENTS OF FOOTWEAR; LACES IN GENERAL
- A43C7/00—Holding-devices for laces
- A43C7/06—Elastic bands
Landscapes
- Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Polyurethanes Or Polyureas (AREA)
- Adhesives Or Adhesive Processes (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2010041829A JP5532224B2 (ja) | 2010-02-26 | 2010-02-26 | ウレタンプレポリマー |
| TW099145694A TWI508988B (zh) | 2010-02-26 | 2010-12-24 | Amine ester prepolymer |
| CN201010618525.3A CN102167794B (zh) | 2010-02-26 | 2010-12-31 | 聚氨酯预聚物 |
| KR1020110001893A KR101514107B1 (ko) | 2010-02-26 | 2011-01-07 | 우레탄프레폴리머 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2010041829A JP5532224B2 (ja) | 2010-02-26 | 2010-02-26 | ウレタンプレポリマー |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2011178826A JP2011178826A (ja) | 2011-09-15 |
| JP5532224B2 true JP5532224B2 (ja) | 2014-06-25 |
Family
ID=44489125
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010041829A Active JP5532224B2 (ja) | 2010-02-26 | 2010-02-26 | ウレタンプレポリマー |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JP5532224B2 (ko) |
| KR (1) | KR101514107B1 (ko) |
| CN (1) | CN102167794B (ko) |
| TW (1) | TWI508988B (ko) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20140005329A1 (en) * | 2011-05-24 | 2014-01-02 | The Yokohama Rubber Co., Ltd. | Urethane Resin Adhesive Composition |
| CN103508074B (zh) * | 2012-06-26 | 2016-03-16 | 层层包装事业股份有限公司 | 食品包装材 |
| CN105288631B (zh) * | 2015-11-17 | 2018-10-30 | 杭州普施康生物科技有限公司 | 一种新型抗癌药物纳米制剂及其制备方法 |
| CN106519448A (zh) * | 2016-11-21 | 2017-03-22 | 郑州源冉生物技术有限公司 | 一种环保泡沫塑料及其制备方法 |
| CN106496797A (zh) * | 2016-11-21 | 2017-03-15 | 郑州源冉生物技术有限公司 | 一种泡沫塑料及其制备方法 |
| JP6323580B1 (ja) * | 2017-02-14 | 2018-05-16 | 東洋インキＳｃホールディングス株式会社 | 粘着剤および粘着シート |
| CN109456462A (zh) * | 2018-10-29 | 2019-03-12 | 中海油能源发展股份有限公司 | 用于聚氨酯发泡的组合物、聚氨酯泡沫及制备方法和用途 |
| CN111320930A (zh) * | 2020-04-09 | 2020-06-23 | 武汉仕全兴聚氨酯科技有限公司 | 无溶剂聚氨酯潮气固化型涂料及其制备方法 |
| CN111690360B (zh) * | 2020-06-22 | 2023-03-03 | 万华化学（北京）有限公司 | 一种反应型湿固化聚氨酯热熔胶及其制备方法 |
| CN114806359A (zh) * | 2021-01-29 | 2022-07-29 | 海洋化工研究院有限公司 | 一种耐久型通用彩色路面防滑涂层及其制备方法 |
| CN118344723B (zh) * | 2024-05-14 | 2024-10-18 | 昆山红苹果塑胶新材料有限公司 | 具备透湿性的tpu薄膜及其加工工艺 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH08199142A (ja) * | 1995-01-20 | 1996-08-06 | Sekisui Chem Co Ltd | 一液無溶剤反応型ウレタン系接着剤及び床構造 |
| JP3447555B2 (ja) * | 1998-03-17 | 2003-09-16 | コニシ株式会社 | １液湿気硬化型ウレタン系液状タイプ接着剤組成物 |
| JP4326181B2 (ja) * | 2000-01-19 | 2009-09-02 | サンスター技研株式会社 | 湿気硬化性一液型ウレタン系接着剤組成物 |
| CN1322085C (zh) * | 2005-09-21 | 2007-06-20 | 北京高盟化工有限公司 | 一种低温涂布的单组分无溶剂聚氨酯粘合剂及其制备方法 |
| US7641968B2 (en) * | 2006-12-01 | 2010-01-05 | Dic Corporation | Moisture-curable polyurethane hot melt adhesive and multilayer sheet using the same |
| CN101319129A (zh) * | 2007-06-08 | 2008-12-10 | 上海精细文化用品有限公司 | 单组分无溶剂湿气固化聚氨酯胶粘剂及其制造方法 |
| CN101629061B (zh) * | 2008-07-14 | 2013-06-05 | 上海新光化工有限公司 | 单组分湿固化聚氨酯胶粘剂 |
-
2010
- 2010-02-26 JP JP2010041829A patent/JP5532224B2/ja active Active
- 2010-12-24 TW TW099145694A patent/TWI508988B/zh active
- 2010-12-31 CN CN201010618525.3A patent/CN102167794B/zh active Active
-
2011
- 2011-01-07 KR KR1020110001893A patent/KR101514107B1/ko active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| TW201139483A (en) | 2011-11-16 |
| KR101514107B1 (ko) | 2015-04-21 |
| CN102167794B (zh) | 2015-05-06 |
| CN102167794A (zh) | 2011-08-31 |
| TWI508988B (zh) | 2015-11-21 |
| JP2011178826A (ja) | 2011-09-15 |
| KR20110098613A (ko) | 2011-09-01 |
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