JP2014522899A5 - - Google Patents
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- Publication number
- JP2014522899A5 JP2014522899A5 JP2014519676A JP2014519676A JP2014522899A5 JP 2014522899 A5 JP2014522899 A5 JP 2014522899A5 JP 2014519676 A JP2014519676 A JP 2014519676A JP 2014519676 A JP2014519676 A JP 2014519676A JP 2014522899 A5 JP2014522899 A5 JP 2014522899A5
- Authority
- JP
- Japan
- Prior art keywords
- crown
- composition
- cyanoacrylate
- dibenzo
- benzonitrile
- 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
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims 15
- 229920001651 Cyanoacrylate Polymers 0.000 claims 13
- MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 claims 13
- 238000000034 method Methods 0.000 claims 6
- -1 hydrogenated aromatic anhydride Chemical class 0.000 claims 5
- 239000000758 substrate Substances 0.000 claims 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 2
- 239000000654 additive Substances 0.000 claims 2
- 230000000996 additive effect Effects 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- VTJUKNSKBAOEHE-UHFFFAOYSA-N calixarene Chemical compound COC(=O)COC1=C(CC=2C(=C(CC=3C(=C(C4)C=C(C=3)C(C)(C)C)OCC(=O)OC)C=C(C=2)C(C)(C)C)OCC(=O)OC)C=C(C(C)(C)C)C=C1CC1=C(OCC(=O)OC)C4=CC(C(C)(C)C)=C1 VTJUKNSKBAOEHE-UHFFFAOYSA-N 0.000 claims 2
- 239000007795 chemical reaction product Substances 0.000 claims 2
- 150000003983 crown ethers Chemical class 0.000 claims 2
- FGBJXOREULPLGL-UHFFFAOYSA-N ethyl cyanoacrylate Chemical compound CCOC(=O)C(=C)C#N FGBJXOREULPLGL-UHFFFAOYSA-N 0.000 claims 2
- 229920001223 polyethylene glycol Polymers 0.000 claims 2
- 239000000047 product Substances 0.000 claims 2
- KMOUUZVZFBCRAM-OLQVQODUSA-N (3as,7ar)-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione Chemical group C1C=CC[C@@H]2C(=O)OC(=O)[C@@H]21 KMOUUZVZFBCRAM-OLQVQODUSA-N 0.000 claims 1
- 150000003985 15-crown-5 derivatives Chemical group 0.000 claims 1
- XEZNGIUYQVAUSS-UHFFFAOYSA-N 18-crown-6 Chemical compound C1COCCOCCOCCOCCOCCO1 XEZNGIUYQVAUSS-UHFFFAOYSA-N 0.000 claims 1
- YXWJGZQOGXGSSC-UHFFFAOYSA-N 2,3,4,5,6-pentafluorobenzonitrile Chemical compound FC1=C(F)C(F)=C(C#N)C(F)=C1F YXWJGZQOGXGSSC-UHFFFAOYSA-N 0.000 claims 1
- AXWCVSOBRFLCJG-UHFFFAOYSA-N 2,5,12,15,22,25-hexaoxatetracyclo[24.4.0.06,11.016,21]triaconta-1(30),6,8,10,16,18,20,26,28-nonaene Chemical compound O1CCOC2=CC=CC=C2OCCOC2=CC=CC=C2OCCOC2=CC=CC=C21 AXWCVSOBRFLCJG-UHFFFAOYSA-N 0.000 claims 1
- GXBZQHWSOAJTLZ-UHFFFAOYSA-N 2-chloro-3,5-dinitrobenzonitrile Chemical compound [O-][N+](=O)C1=CC(C#N)=C(Cl)C([N+]([O-])=O)=C1 GXBZQHWSOAJTLZ-UHFFFAOYSA-N 0.000 claims 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- SSDNULNTQAUNFQ-UHFFFAOYSA-N 3,5-dinitrobenzonitrile Chemical group [O-][N+](=O)C1=CC(C#N)=CC([N+]([O-])=O)=C1 SSDNULNTQAUNFQ-UHFFFAOYSA-N 0.000 claims 1
- SVJYFWHFQPBIOY-UHFFFAOYSA-N 7,8,16,17-tetrahydro-6h,15h-dibenzo[b,i][1,4,8,11]tetraoxacyclotetradecine Chemical compound O1CCCOC2=CC=CC=C2OCCCOC2=CC=CC=C21 SVJYFWHFQPBIOY-UHFFFAOYSA-N 0.000 claims 1
- 229920000858 Cyclodextrin Polymers 0.000 claims 1
- 239000004830 Super Glue Substances 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 239000000853 adhesive Substances 0.000 claims 1
- 230000001070 adhesive effect Effects 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 150000008064 anhydrides Chemical class 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- YSSSPARMOAYJTE-UHFFFAOYSA-N dibenzo-18-crown-6 Chemical compound O1CCOCCOC2=CC=CC=C2OCCOCCOC2=CC=CC=C21 YSSSPARMOAYJTE-UHFFFAOYSA-N 0.000 claims 1
- MXCSCGGRLMRZMF-UHFFFAOYSA-N dibenzo-30-crown-10 Chemical compound O1CCOCCOCCOCCOC2=CC=CC=C2OCCOCCOCCOCCOC2=CC=CC=C21 MXCSCGGRLMRZMF-UHFFFAOYSA-N 0.000 claims 1
- BBGKDYHZQOSNMU-UHFFFAOYSA-N dicyclohexano-18-crown-6 Chemical compound O1CCOCCOC2CCCCC2OCCOCCOC2CCCCC21 BBGKDYHZQOSNMU-UHFFFAOYSA-N 0.000 claims 1
- QMLGNDFKJAFKGZ-UHFFFAOYSA-N dicyclohexano-24-crown-8 Chemical compound O1CCOCCOCCOC2CCCCC2OCCOCCOCCOC2CCCCC21 QMLGNDFKJAFKGZ-UHFFFAOYSA-N 0.000 claims 1
- 239000003623 enhancer Substances 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 150000002440 hydroxy compounds Chemical class 0.000 claims 1
- 239000003112 inhibitor Substances 0.000 claims 1
- 150000002825 nitriles Chemical class 0.000 claims 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N phthalic anhydride Chemical group C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims 1
- 239000000049 pigment Substances 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 claims 1
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 claims 1
- 238000007711 solidification Methods 0.000 claims 1
- 230000008023 solidification Effects 0.000 claims 1
- 239000003381 stabilizer Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 239000002562 thickening agent Substances 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161508119P | 2011-07-15 | 2011-07-15 | |
| US61/508,119 | 2011-07-15 | ||
| PCT/IB2012/053535 WO2013011421A1 (en) | 2011-07-15 | 2012-07-10 | Cyanoacrylate compositions |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014522899A JP2014522899A (ja) | 2014-09-08 |
| JP2014522899A5 true JP2014522899A5 (enExample) | 2015-09-10 |
| JP5878631B2 JP5878631B2 (ja) | 2016-03-08 |
Family
ID=46796690
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014519676A Active JP5878631B2 (ja) | 2011-07-15 | 2012-07-10 | シアノアクリレート組成物 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US9120957B2 (enExample) |
| EP (1) | EP2732000B1 (enExample) |
| JP (1) | JP5878631B2 (enExample) |
| KR (1) | KR101667862B1 (enExample) |
| CN (1) | CN104284955B (enExample) |
| ES (1) | ES2706732T3 (enExample) |
| WO (1) | WO2013011421A1 (enExample) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012041395A1 (en) * | 2010-10-01 | 2012-04-05 | Loctite (R & D) Limited | Alpha-cyanoacrylate ester synthesis |
| US9783714B2 (en) | 2013-03-15 | 2017-10-10 | Henkel IP & Holding GmbH | Cyanoacrylate compositions |
| CN103725234B (zh) * | 2013-12-03 | 2014-12-17 | 常州大学 | 一种杯芳烃改性凹凸棒石/脲醛树脂复合胶粘剂及其制备方法 |
| TWI672349B (zh) | 2015-02-18 | 2019-09-21 | 日商東亞合成股份有限公司 | ２－氰基丙烯酸酯（鹽）類黏著劑組成物（三） |
| CN104893596A (zh) * | 2015-06-30 | 2015-09-09 | 广西金虹环保包装科技有限公司 | 一种纸管胶水及其制备方法 |
| GB2544101B (en) * | 2015-11-06 | 2020-07-15 | Henkel IP & Holding GmbH | Rubber toughened cyanoacrylate compositions and uses thereof |
| GB2577817B (en) * | 2015-11-06 | 2020-07-15 | Henkel IP & Holding GmbH | Cyanoacrylate compositions |
| GB2544272B (en) * | 2015-11-06 | 2020-02-19 | Henkel IP & Holding GmbH | Cyanoacrylate compositions |
| GB2550846B (en) * | 2016-05-23 | 2021-01-13 | Henkel IP & Holding GmbH | Two-part Cyanoacrylate curable adhesive system |
| TWI752043B (zh) * | 2016-06-28 | 2022-01-11 | 日商東亞合成股份有限公司 | 2-氰基丙烯酸酯系接著劑組成物 |
| GB2562107B (en) * | 2017-05-05 | 2021-08-11 | Henkel IP & Holding GmbH | Cyanoacrylate compositions |
| GB2567868B (en) * | 2017-10-27 | 2020-05-06 | Henkel IP & Holding GmbH | Toughened low odour cyanoacrylate compositions |
| GB2567869B (en) * | 2017-10-27 | 2021-08-11 | Henkel IP & Holding GmbH | Toughened humidity/thermal resistant cyanoacrylate compositions |
| GB2596355B (en) | 2020-06-26 | 2022-09-28 | Henkel Ag & Co Kgaa | Cyanoacrylate compositions |
| WO2024062865A1 (ja) * | 2022-09-20 | 2024-03-28 | 田岡化学工業株式会社 | ２－シアノアクリレート系接着剤組成物 |
Family Cites Families (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IE34874B1 (en) | 1971-01-13 | 1975-09-03 | Intercontinental Chem Co Ltd | Cyanoacrylate adhesive compositions |
| JPS5337848B2 (enExample) * | 1973-10-26 | 1978-10-12 | ||
| US4196271A (en) | 1975-12-24 | 1980-04-01 | Toagosei Chemical Industry Co., Ltd. | Adhesive composition |
| IE51863B1 (en) * | 1980-08-28 | 1987-04-15 | Loctite Corp | Additive for cyanoacrylate adhesives |
| US4490515A (en) | 1981-06-01 | 1984-12-25 | Loctite Corporation | Hot strength cyanoacrylate adhesive composition |
| JPH07107146B2 (ja) * | 1981-07-08 | 1995-11-15 | 田岡化学工業株式会社 | 接着剤組成物 |
| US4440910A (en) | 1982-01-18 | 1984-04-03 | Loctite Corporation | Toughened cyanoacrylates containing elastomeric rubbers |
| JPS59147067A (ja) * | 1983-02-09 | 1984-08-23 | Alpha Giken:Kk | α−シアノアクリレ−ト系耐熱性瞬間接着剤組成物 |
| US4906317A (en) | 1983-11-10 | 1990-03-06 | Loctite Corporation | Instant adhesive composition and bonding method employing same |
| US4622414A (en) | 1984-01-27 | 1986-11-11 | Loctite Limited | Novel calixarene compounds |
| US4636539A (en) | 1984-01-30 | 1987-01-13 | Loctite (Ireland) Limited | Instant adhesive composition utilizing calixarene accelerators |
| US4718966A (en) | 1984-01-30 | 1988-01-12 | Loctite (Ireland) Ltd. | Bonding method utilizing cyanoacrylate adhesive having calixarene accelerator |
| US4695615A (en) | 1984-11-21 | 1987-09-22 | Loctite (Ireland) Limited | Instant adhesive composition utilizing mixed functionality calixarenes as accelerators |
| US4556700A (en) | 1984-01-30 | 1985-12-03 | Loctite Limited | Instant adhesive composition utilizing calixarene accelerators |
| IE59509B1 (en) | 1987-01-21 | 1994-03-09 | Loctite Ireland Ltd | Functionalised oxacalixarenes, their preparation and use in instant adhesive compositions |
| US4837260A (en) | 1986-05-23 | 1989-06-06 | Toagosei Chemical Industry Co., Ltd. | Cyanoacrylate compositions |
| JPH0730292B2 (ja) * | 1986-06-24 | 1995-04-05 | 東亞合成株式会社 | 接着剤組成物 |
| JP2522338B2 (ja) * | 1988-01-12 | 1996-08-07 | 東亞合成株式会社 | 接着剤組成物 |
| JP2569738B2 (ja) * | 1988-07-08 | 1997-01-08 | 東亞合成株式会社 | 接着剤組成物 |
| DE4009621A1 (de) | 1990-03-26 | 1991-10-02 | Henkel Kgaa | (alpha) -cyanacrylatklebstoffzusammensetzungen |
| US5288794A (en) | 1992-10-23 | 1994-02-22 | Loctite Corporation | Cyanoacrylate adhesives with improved cured thermal properties utilizing substituted aromatic additive |
| TW359683B (en) | 1993-12-23 | 1999-06-01 | Loctite Ireland Ltd | Sterilized cyanoacrylate adhesive composition, and a method of making such composition |
| ES2189966T3 (es) | 1996-08-16 | 2003-07-16 | Loctite R & D Ltd | Composiciones adhesivas de cianoacrilato para unir vidrio. |
| FR2765639B1 (fr) | 1997-07-04 | 2004-11-26 | Europ Propulsion | Equipement d'inducteur pour pompe a grande capacite d'aspiration |
| US6835789B1 (en) * | 2003-06-18 | 2004-12-28 | Loctite (R&D) Limited | Cyanoacrylate compositions |
| US20060094833A1 (en) * | 2004-11-01 | 2006-05-04 | Loctite (R&D) Limited | Shock resistant cyanoacrylate compositions |
| US7446136B2 (en) * | 2005-04-05 | 2008-11-04 | Momentive Performance Materials Inc. | Method for producing cure system, adhesive system, and electronic device |
| US7405246B2 (en) * | 2005-04-05 | 2008-07-29 | Momentive Performance Materials Inc. | Cure system, adhesive system, electronic device |
| CN1995252B (zh) * | 2006-12-21 | 2010-05-12 | 大连轻工业学院 | 一种光固化氰基丙烯酸酯粘合剂 |
-
2012
- 2012-07-10 ES ES12754095T patent/ES2706732T3/es active Active
- 2012-07-10 JP JP2014519676A patent/JP5878631B2/ja active Active
- 2012-07-10 KR KR1020147000698A patent/KR101667862B1/ko active Active
- 2012-07-10 CN CN201280035172.1A patent/CN104284955B/zh active Active
- 2012-07-10 WO PCT/IB2012/053535 patent/WO2013011421A1/en not_active Ceased
- 2012-07-10 EP EP12754095.3A patent/EP2732000B1/en active Active
-
2014
- 2014-01-14 US US14/154,335 patent/US9120957B2/en active Active
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