JP2013535525A5 - - Google Patents
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- Publication number
- JP2013535525A5 JP2013535525A5 JP2013518627A JP2013518627A JP2013535525A5 JP 2013535525 A5 JP2013535525 A5 JP 2013535525A5 JP 2013518627 A JP2013518627 A JP 2013518627A JP 2013518627 A JP2013518627 A JP 2013518627A JP 2013535525 A5 JP2013535525 A5 JP 2013535525A5
- Authority
- JP
- Japan
- Prior art keywords
- color
- dye
- forming
- item
- curing agent
- 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 42
- 239000000975 dye Substances 0.000 claims description 34
- 150000001412 amines Chemical class 0.000 claims description 14
- 239000003795 chemical substances by application Substances 0.000 claims description 14
- 230000007704 transition Effects 0.000 claims description 9
- 239000003822 epoxy resin Substances 0.000 claims description 8
- 229920000647 polyepoxide Polymers 0.000 claims description 8
- 239000004593 Epoxy Substances 0.000 claims description 6
- 125000002091 cationic group Chemical group 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 4
- 239000001003 triarylmethane dye Substances 0.000 claims description 4
- 239000003086 colorant Substances 0.000 claims description 3
- 150000003141 primary amines Chemical class 0.000 claims description 3
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- ZPLCXHWYPWVJDL-UHFFFAOYSA-N 4-[(4-hydroxyphenyl)methyl]-1,3-oxazolidin-2-one Chemical group C1=CC(O)=CC=C1CC1NC(=O)OC1 ZPLCXHWYPWVJDL-UHFFFAOYSA-N 0.000 description 3
- SXYCCJAPZKHOLS-UHFFFAOYSA-N chembl2008674 Chemical group [O-][N+](=O)C1=CC=C2C(N=NC3=C4C=CC=CC4=CC=C3O)=C(O)C=C(S(O)(=O)=O)C2=C1 SXYCCJAPZKHOLS-UHFFFAOYSA-N 0.000 description 3
- OBRMNDMBJQTZHV-UHFFFAOYSA-N cresol red Chemical group C1=C(O)C(C)=CC(C2(C3=CC=CC=C3S(=O)(=O)O2)C=2C=C(C)C(O)=CC=2)=C1 OBRMNDMBJQTZHV-UHFFFAOYSA-N 0.000 description 3
- RTMBGDBBDQKNNZ-UHFFFAOYSA-L C.I. Acid Blue 3 Chemical group [Ca+2].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=C(O)C=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1.C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=C(O)C=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 RTMBGDBBDQKNNZ-UHFFFAOYSA-L 0.000 description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
- -1 azo compound Chemical class 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 235000012736 patent blue V Nutrition 0.000 description 2
- 239000004177 patent blue V Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- PRZSXZWFJHEZBJ-UHFFFAOYSA-N thymol blue Chemical compound C1=C(O)C(C(C)C)=CC(C2(C3=CC=CC=C3S(=O)(=O)O2)C=2C(=CC(O)=C(C(C)C)C=2)C)=C1C PRZSXZWFJHEZBJ-UHFFFAOYSA-N 0.000 description 2
- CEQFOVLGLXCDCX-WUKNDPDISA-N methyl red Chemical group C1=CC(N(C)C)=CC=C1\N=N\C1=CC=CC=C1C(O)=O CEQFOVLGLXCDCX-WUKNDPDISA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US35947410P | 2010-06-29 | 2010-06-29 | |
| US61/359,474 | 2010-06-29 | ||
| PCT/US2011/042315 WO2012003204A1 (en) | 2010-06-29 | 2011-06-29 | Color indicating epoxy resins and methods thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013535525A JP2013535525A (ja) | 2013-09-12 |
| JP2013535525A5 true JP2013535525A5 (cg-RX-API-DMAC7.html) | 2014-07-24 |
| JP5814364B2 JP5814364B2 (ja) | 2015-11-17 |
Family
ID=44475190
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013518627A Expired - Fee Related JP5814364B2 (ja) | 2010-06-29 | 2011-06-29 | 呈色エポキシ樹脂及びその方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US8975312B2 (cg-RX-API-DMAC7.html) |
| EP (1) | EP2588512B1 (cg-RX-API-DMAC7.html) |
| JP (1) | JP5814364B2 (cg-RX-API-DMAC7.html) |
| CN (1) | CN102958973B (cg-RX-API-DMAC7.html) |
| BR (1) | BR112012032192A2 (cg-RX-API-DMAC7.html) |
| WO (1) | WO2012003204A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2562210A1 (en) * | 2011-08-24 | 2013-02-27 | Henkel Italia S.p.A. | Indicator for cure of two-component- epoxy adhesives |
| CN104011116A (zh) * | 2011-10-27 | 2014-08-27 | 3M创新有限公司 | 显色丙烯酸酯树脂及其方法 |
| ES2882259T3 (es) * | 2014-11-18 | 2021-12-01 | 3M Innovative Properties Co | Composición adhesiva que cambia de color |
| JP6684906B2 (ja) * | 2016-07-08 | 2020-04-22 | セメダイン株式会社 | 加熱硬化により色が変化する構造用接着剤組成物 |
| JP7403954B2 (ja) * | 2017-01-24 | 2023-12-25 | クミアイ化学工業株式会社 | 混合粒状農薬組成物、これを利用した粒状農薬合剤および粒状農薬合剤キット |
| EP3375801B1 (en) * | 2017-03-16 | 2020-09-30 | 3M Innovative Properties Company | Epoxy casting resin formulation |
| CN109722192A (zh) * | 2017-10-27 | 2019-05-07 | 正一龙华特殊材料(深圳)有限公司 | 变色指示热固胶水及变色指示热固导电胶 |
| US20220064499A1 (en) * | 2018-12-11 | 2022-03-03 | Lohmann Gmbh & Co. Kg | Adhesive film that can be wound and stamped |
| EP3670564B1 (en) * | 2018-12-23 | 2021-09-15 | 3M Innovative Properties Company | Two-part adhesive composition that undergoes a visual change when cured |
| WO2023242782A1 (en) * | 2022-06-16 | 2023-12-21 | 3M Innovative Properties Company | Two-part epoxy adhesive with working life color change indicator |
| CN118700366B (zh) * | 2024-05-28 | 2025-01-28 | 天津聚石新材料科技有限公司 | 一种基于环氧树脂的增韧剂液化共混方法与设备 |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3030329A (en) * | 1958-06-30 | 1962-04-17 | Johnson & Johnson | Method for indicating complete mixing of epoxy resin and amine hardener and compositions resulting therefrom |
| CA688008A (en) * | 1960-03-17 | 1964-06-02 | C. Mcguire Larry | Process for mixing curing agents with epoxy resins |
| US3366600A (en) * | 1964-06-02 | 1968-01-30 | Grace W R & Co | Process for preparing amine-phenol curing agent epoxy resin compositions |
| US3773706A (en) | 1971-11-26 | 1973-11-20 | Ubm Armonk | Method for indicating stage of cure of crosslinked resins and compositions resulting therefrom |
| JPS51109999A (ja) * | 1975-03-25 | 1976-09-29 | Sumitomo Electric Industries | Ehokishijushinokokahoho |
| US4160064A (en) * | 1977-06-15 | 1979-07-03 | Theodore R. Flint | Epoxy adhesive sealant |
| GB8811669D0 (en) | 1988-05-17 | 1988-06-22 | Alcan Int Ltd | Colour-changeable adhesive |
| DE4001417A1 (de) * | 1990-01-19 | 1991-07-25 | Beiersdorf Ag | Zaehelastifizierter, zweikomponentiger epoxidharzklebstoff |
| JPH0587798A (ja) | 1991-09-30 | 1993-04-06 | Toppan Printing Co Ltd | ｐＨ測定用インキ組成物および検査体 |
| JPH07191013A (ja) | 1993-12-24 | 1995-07-28 | Hayashi Kagaku Kogyo Kk | ｐＨセンサー色素粒子 |
| GB9706223D0 (en) * | 1997-03-26 | 1997-05-14 | Ciba Geigy Ag | Chemical compositions |
| JP3291684B2 (ja) | 1997-09-10 | 2002-06-10 | 東洋製罐株式会社 | 熱履歴表示インキ組成物及び該組成物による表示を有する包装体 |
| US6077601A (en) | 1998-05-01 | 2000-06-20 | 3M Innovative Properties Company | Coated abrasive article |
| JP2000026828A (ja) | 1998-07-13 | 2000-01-25 | Sekisui Chem Co Ltd | 接着剤組成物 |
| JP4963534B2 (ja) | 2001-08-22 | 2012-06-27 | ソマール株式会社 | 非鉛系常温硬化型エポキシ樹脂組成物 |
| US6689826B2 (en) | 2001-09-14 | 2004-02-10 | Henkel Loctite Corporation | Curable cyanoacrylate compositions and method of detecting cure |
| DE10201393A1 (de) * | 2002-01-16 | 2003-07-31 | Bayer Ag | Epoxiharzkomponente enthaltend einen kationischen Methinfarbstoff |
| US6890399B2 (en) | 2002-01-18 | 2005-05-10 | Henkel Corporation | (Meth)acrylate compositions having a self-indicator of cure and methods of detecting cure |
| WO2005030853A1 (en) * | 2003-09-30 | 2005-04-07 | Nuplex Industries Limited | Epoxy compositions and methods of detecting cure |
| US20070100081A1 (en) | 2005-11-03 | 2007-05-03 | Dow Reichhold Specialty Latex Llc | Polymer compositions having novel cure systems and method of making articles with same |
| WO2008030903A1 (en) | 2006-09-08 | 2008-03-13 | 3M Innovative Properties Company | Color change cyanoacrylate adhesives |
| GB0717867D0 (en) * | 2007-09-14 | 2007-10-24 | 3M Innovative Properties Co | Flexible epoxy-based compositions |
-
2011
- 2011-06-29 JP JP2013518627A patent/JP5814364B2/ja not_active Expired - Fee Related
- 2011-06-29 BR BR112012032192A patent/BR112012032192A2/pt not_active IP Right Cessation
- 2011-06-29 WO PCT/US2011/042315 patent/WO2012003204A1/en not_active Ceased
- 2011-06-29 CN CN201180030298.5A patent/CN102958973B/zh not_active Expired - Fee Related
- 2011-06-29 US US13/704,810 patent/US8975312B2/en not_active Expired - Fee Related
- 2011-06-29 EP EP11731216.5A patent/EP2588512B1/en not_active Not-in-force
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