JP2015535030A5 - - Google Patents
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- Publication number
- JP2015535030A5 JP2015535030A5 JP2015542685A JP2015542685A JP2015535030A5 JP 2015535030 A5 JP2015535030 A5 JP 2015535030A5 JP 2015542685 A JP2015542685 A JP 2015542685A JP 2015542685 A JP2015542685 A JP 2015542685A JP 2015535030 A5 JP2015535030 A5 JP 2015535030A5
- Authority
- JP
- Japan
- Prior art keywords
- meth
- grams
- acrylate copolymer
- crosslinkable
- monomer
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 claims description 33
- 239000000178 monomer Substances 0.000 claims description 20
- 229920001577 copolymer Polymers 0.000 claims description 18
- 239000007787 solid Substances 0.000 claims description 5
- 230000002378 acidificating effect Effects 0.000 claims 3
- 239000007795 chemical reaction product Substances 0.000 claims 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 150000008365 aromatic ketones Chemical group 0.000 claims 2
- 230000005855 radiation Effects 0.000 claims 2
- 239000003431 cross linking reagent Substances 0.000 claims 1
- 229920000642 polymer Polymers 0.000 claims 1
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 description 30
- IUNVCWLKOOCPIT-UHFFFAOYSA-N 6-methylheptylsulfanyl 2-hydroxyacetate Chemical compound CC(C)CCCCCSOC(=O)CO IUNVCWLKOOCPIT-UHFFFAOYSA-N 0.000 description 15
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 13
- 238000006243 chemical reaction Methods 0.000 description 13
- 239000011541 reaction mixture Substances 0.000 description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- 229910001220 stainless steel Inorganic materials 0.000 description 9
- 239000010935 stainless steel Substances 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 8
- 239000003960 organic solvent Substances 0.000 description 7
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- UJDLYYKJQASEQC-UHFFFAOYSA-N C=CC(=O)CCOC1=CC=C(C=C1)C(=O)C2=CC=CC=C2 Chemical compound C=CC(=O)CCOC1=CC=C(C=C1)C(=O)C2=CC=CC=C2 UJDLYYKJQASEQC-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 239000012986 chain transfer agent Substances 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- LTYBJDPMCPTGEE-UHFFFAOYSA-N (4-benzoylphenyl) prop-2-enoate Chemical compound C1=CC(OC(=O)C=C)=CC=C1C(=O)C1=CC=CC=C1 LTYBJDPMCPTGEE-UHFFFAOYSA-N 0.000 description 2
- NWKUHPPRQDMYGS-UHFFFAOYSA-N 1-(4-benzoyl-3-ethoxyphenyl)prop-2-en-1-one Chemical compound CCOC1=CC(C(=O)C=C)=CC=C1C(=O)C1=CC=CC=C1 NWKUHPPRQDMYGS-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- WQAQPCDUOCURKW-UHFFFAOYSA-N butanethiol Chemical compound CCCCS WQAQPCDUOCURKW-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethanethiol Chemical compound CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 description 2
- -1 ethanol Chemical compound 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 239000005038 ethylene vinyl acetate Substances 0.000 description 2
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 2
- HJUGFYREWKUQJT-UHFFFAOYSA-N tetrabromomethane Chemical compound BrC(Br)(Br)Br HJUGFYREWKUQJT-UHFFFAOYSA-N 0.000 description 2
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 1
- PSYGHMBJXWRQFD-UHFFFAOYSA-N 2-(2-sulfanylacetyl)oxyethyl 2-sulfanylacetate Chemical compound SCC(=O)OCCOC(=O)CS PSYGHMBJXWRQFD-UHFFFAOYSA-N 0.000 description 1
- OWHSTLLOZWTNTQ-UHFFFAOYSA-N 2-ethylhexyl 2-sulfanylacetate Chemical compound CCCCC(CC)COC(=O)CS OWHSTLLOZWTNTQ-UHFFFAOYSA-N 0.000 description 1
- PJEKREDJLDASAE-UHFFFAOYSA-N 2-ethylhexyl 2-sulfanylpropanoate Chemical compound CCCCC(CC)COC(=O)C(C)S PJEKREDJLDASAE-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261728027P | 2012-11-19 | 2012-11-19 | |
| US61/728,027 | 2012-11-19 | ||
| US201361776907P | 2013-03-12 | 2013-03-12 | |
| US61/776,907 | 2013-03-12 | ||
| PCT/US2013/068429 WO2014078123A1 (en) | 2012-11-19 | 2013-11-05 | Crosslinkable and crosslinked compositions |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015535030A JP2015535030A (ja) | 2015-12-07 |
| JP2015535030A5 true JP2015535030A5 (https=) | 2017-09-28 |
| JP6243440B2 JP6243440B2 (ja) | 2017-12-06 |
Family
ID=49585650
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015542685A Active JP6243440B2 (ja) | 2012-11-19 | 2013-11-05 | 架橋性及び架橋された組成物 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US9828532B2 (https=) |
| EP (1) | EP2920266B1 (https=) |
| JP (1) | JP6243440B2 (https=) |
| KR (1) | KR20150088275A (https=) |
| CN (1) | CN104797673B (https=) |
| WO (1) | WO2014078123A1 (https=) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2756588B2 (ja) | 1989-07-21 | 1998-05-25 | 株式会社芝浦製作所 | 自動ドア用ブラシレスモータ回路 |
| US10920116B2 (en) | 2015-04-13 | 2021-02-16 | 3M Innovative Properties Company | Method of preparing crosslinked pressure-sensitive adhesives using a light-emitting diode for crosslinking |
| EP3344720B1 (en) | 2015-08-31 | 2020-10-14 | 3M Innovative Properties Company | Articles comprising (meth)acrylate pressure-sensitive adhesive with enhanced adhesion to wet surfaces |
| WO2017040074A1 (en) | 2015-08-31 | 2017-03-09 | 3M Innovative Properties Company | Negative pressure wound therapy dressings comprising (meth)acrylate pressure-sensitive adhesive with enhanced adhesion to wet surfaces |
| JP6909782B2 (ja) | 2015-09-30 | 2021-07-28 | スリーエム イノベイティブ プロパティズ カンパニー | 硬化性及び硬化した接着剤組成物 |
| US9701875B1 (en) | 2015-12-28 | 2017-07-11 | 3M Innovative Properties Company | Adhesive compositions and articles, and methods of making and using the same |
| CN105694750A (zh) * | 2016-02-03 | 2016-06-22 | 河北华夏实业有限公司 | 一种新型耐高温聚氯乙烯胶带的制作方法 |
| WO2018005585A1 (en) * | 2016-06-29 | 2018-01-04 | 3M Innovative Properties Company | Ionizing radiation crosslinkable tackifed (meth)acrylate (co)polymer pressure sensitive adhesives with low acid content |
| CN109890927B (zh) * | 2016-10-26 | 2021-09-24 | 3M创新有限公司 | 可交联组合物和交联组合物 |
| JP6347341B1 (ja) * | 2017-08-09 | 2018-06-27 | 積水フーラー株式会社 | 紫外線硬化型アクリル系ポリマー及びその製造方法並びに紫外線硬化型ホットメルト接着剤 |
| EP3700754B1 (en) | 2017-10-26 | 2025-01-01 | 3M Innovative Properties Company | Flexible abrasive article with image layer |
| CN111171731B (zh) * | 2018-11-09 | 2021-12-03 | 3M创新有限公司 | 双网络压敏胶组合物以及包含其的压敏胶制品 |
| KR102379238B1 (ko) * | 2019-01-07 | 2022-03-24 | 주식회사 엘지화학 | 아크릴계 공중합체 조성물, 이의 제조방법 및 아크릴계 고무 조성물 |
| US11866532B2 (en) * | 2019-06-13 | 2024-01-09 | Unimatec Co., Ltd. | Acrylic rubber and crosslinkable composition thereof |
| US20240101809A1 (en) * | 2019-11-21 | 2024-03-28 | 3M Innovative Properties Company | Crosslinkable and crosslinked compositions |
| EP4073190A1 (en) * | 2019-12-09 | 2022-10-19 | 3M Innovative Properties Company | Flame-retardant pressure sensitive adhesives |
| EP4240800A1 (en) * | 2020-11-03 | 2023-09-13 | 3M Innovative Properties Company | Crosslinkable and crosslinked compositions |
| CN117203298A (zh) * | 2021-04-26 | 2023-12-08 | 琳得科株式会社 | 能量射线交联性粘合剂组合物、交联粘合剂及粘合片、以及它们的制造方法 |
Family Cites Families (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6099183A (ja) | 1983-11-02 | 1985-06-03 | Nitto Electric Ind Co Ltd | 光架橋型感圧性接着剤組成物 |
| US5804610A (en) | 1994-09-09 | 1998-09-08 | Minnesota Mining And Manufacturing Company | Methods of making packaged viscoelastic compositions |
| US5637646A (en) | 1995-12-14 | 1997-06-10 | Minnesota Mining And Manufacturing Company | Bulk radical polymerization using a batch reactor |
| US6720387B1 (en) | 1998-02-18 | 2004-04-13 | 3M Innovative Properties Company | Hot-melt adhesive compositions comprising acidic polymer and basic polymer blends |
| DE19818735A1 (de) | 1998-04-27 | 1999-10-28 | Herberts Gmbh | Strahlungshärtbare Beschichtungsmittel und deren Verwendung |
| JP2000109771A (ja) | 1998-10-07 | 2000-04-18 | Lintec Corp | 粘着シート |
| US6855386B1 (en) | 1999-03-19 | 2005-02-15 | 3M Innovative Properties Company | Wet surface adhesives |
| DE10008842C1 (de) | 2000-02-25 | 2001-06-28 | Beiersdorf Ag | Polymerblends |
| ATE482999T1 (de) | 2003-03-28 | 2010-10-15 | Toray Industries | Polymilchsäure-harzzusammensetzung, herstellungsverfahren dafür, biaxial gedehnter polymilchsäurefilm und daraus geformte artikel |
| DE10359349A1 (de) * | 2003-12-16 | 2005-07-14 | Tesa Ag | Verfahren zur Herstellung von Acrylatschmelzhaftklebern |
| KR100805413B1 (ko) | 2004-03-05 | 2008-02-20 | 미츠비시 레이온 가부시키가이샤 | 열가소성 수지 조성물 및 이를 이용한 성형품 |
| JP5269282B2 (ja) * | 2004-08-11 | 2013-08-21 | 住友化学株式会社 | 粘着剤 |
| JP2006144017A (ja) * | 2004-11-24 | 2006-06-08 | Natl Starch & Chem Investment Holding Corp | 医療用途用ホトメルト接着剤 |
| US7442438B2 (en) * | 2005-05-04 | 2008-10-28 | 3M Innovative Properties Company | Wet and dry stick adhesive, articles, and methods |
| EP1931744B1 (en) * | 2005-09-05 | 2016-05-04 | LG Chem, Ltd. | Acrylic pressure-sensitive adhesive composition for polarizing film |
| KR100990673B1 (ko) | 2006-11-01 | 2010-10-29 | 주식회사 엘지화학 | 광 개시제기를 함유하는 편광판용 아크릴계 점착제 조성물 |
| US7838110B2 (en) | 2008-12-02 | 2010-11-23 | 3M Innovative Properties Company | Aziridine-functional photoactive crosslinking compounds |
| US8242185B2 (en) * | 2009-08-03 | 2012-08-14 | Morgan Adhesives Company | Adhesive compositions for easy application and improved durability |
| US8622618B2 (en) | 2009-08-14 | 2014-01-07 | Cryovac, Inc. | Easy open and reclosable package with discrete laminate having panel section with easy-open sealant |
| JP2011184582A (ja) * | 2010-03-09 | 2011-09-22 | Three M Innovative Properties Co | 光学用粘着シート |
| US8137807B2 (en) * | 2010-03-26 | 2012-03-20 | 3M Innovative Properties Company | Pressure-sensitive adhesives derived from 2-alkyl alkanols |
| EP2622032B1 (en) | 2010-09-30 | 2018-11-28 | 3M Innovative Properties Company | Highly tackified, hot melt processable, acrylate pressure sensitive adhesives |
| JP5596588B2 (ja) | 2010-11-08 | 2014-09-24 | 日東電工株式会社 | 紫外線硬化型光学樹脂接着剤組成物 |
| KR20140031849A (ko) | 2010-12-13 | 2014-03-13 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 저 표면 에너지 기재용 감압 접착제 |
| JP2012140497A (ja) | 2010-12-28 | 2012-07-26 | Toagosei Co Ltd | 活性エネルギー線硬化型組成物及び粘着剤 |
| TWI465534B (zh) | 2010-12-31 | 2014-12-21 | Eternal Materials Co Ltd | 可光固化之黏著組合物 |
| JP2012172064A (ja) | 2011-02-22 | 2012-09-10 | Nitto Denko Corp | 紫外線硬化型光学樹脂接着剤組成物 |
| WO2013181030A1 (en) | 2012-05-29 | 2013-12-05 | 3M Innovative Properties Company | Liquid optical adhesive compositions |
-
2013
- 2013-11-05 US US14/442,600 patent/US9828532B2/en active Active
- 2013-11-05 CN CN201380060207.1A patent/CN104797673B/zh active Active
- 2013-11-05 EP EP13792196.1A patent/EP2920266B1/en active Active
- 2013-11-05 JP JP2015542685A patent/JP6243440B2/ja active Active
- 2013-11-05 KR KR1020157015976A patent/KR20150088275A/ko not_active Withdrawn
- 2013-11-05 WO PCT/US2013/068429 patent/WO2014078123A1/en not_active Ceased
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