JP4624997B2 - シアノアクリレート組成物 - Google Patents
シアノアクリレート組成物 Download PDFInfo
- Publication number
- JP4624997B2 JP4624997B2 JP2006516790A JP2006516790A JP4624997B2 JP 4624997 B2 JP4624997 B2 JP 4624997B2 JP 2006516790 A JP2006516790 A JP 2006516790A JP 2006516790 A JP2006516790 A JP 2006516790A JP 4624997 B2 JP4624997 B2 JP 4624997B2
- Authority
- JP
- Japan
- Prior art keywords
- cyanoacrylate
- composition
- composition according
- acid
- substrates
- 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.)
- Expired - Fee Related
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F22/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides or nitriles thereof
- C08F22/30—Nitriles
- C08F22/32—Alpha-cyano-acrylic acid; Esters thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/30—Nitriles
- C08F222/32—Alpha-cyano-acrylic acid; Esters thereof
- C08F222/322—Alpha-cyano-acrylic acid ethyl ester, e.g. ethyl-2-cyanoacrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polyethers (AREA)
Description
を含む組成物に関し、たとえば下記のII:
などである。
である。
である。
上述のとおり、本発明は、シアノアクリレートをベースとする組成物であって、シアノアクリレート成分の他に促進剤として下記のI:
を含む組成物に関し、たとえば下記のII:
などである。
である。
である。
Claims (11)
- シアノアクリレート成分が、構造H2C=C(CN)−COOR(式中、Rは、C1〜15アルキル、アルコキシアルキル、シクロアルキル、アルケニル、アラルキル、アリール、アリル、およびハロアルキル基から選択される。)の材料から選択される請求項1または2に記載の組成物。
- シアノアクリレート成分が、エチル−2−シアノアクリレートを含む請求項1〜3のいずれか1項に記載の組成物。
- カリックスアレーン類、オキサカリックスアレーン類、シラクラウン類、シクロデキストリン類、クラウンエーテル類、ポリ(エチレングリコール)ジ(メタ)アクリレート類、エトキシル化ヒドロキシ化合物類、およびそれらの組み合わせからなる群から選択された追加の促進剤成分をさらに含む請求項1〜4のいずれか1項に記載の組成物。
- 促進剤が、全組成物に対して、0.01重量%から5重量%の範囲内の量で用いられている請求項1〜5のいずれか1項に記載の組成物。
- 追加の促進剤成分が、全組成物に対して、0.01重量%から5重量%の範囲内の量で用いられている請求項5または6に記載の組成物。
- フリーラジカル安定剤、アニオン性安定剤、可塑剤、チキソトロピー付与剤、増粘剤、染料、強化剤、熱劣化増強剤、およびそれらの組み合わせからなる群から選択された添加剤をさらに含む請求項1〜7のいずれか1項に記載の組成物。
- 請求項1〜8のいずれか1項に記載の組成物の反応生成物。
- 少なくとも1つが、木材およびセラミックからなる群から選択された材料から構成される2つの基体を合わせて接着する方法であって、
請求項1〜8のいずれか1項に記載のシアノアクリレート含有接着剤組成物を、基体の少なくとも1つに塗布するステップ、および
接着剤を固定させるのに充分な時間、基体を合わせるステップを含む方法。 - 請求項1〜8のいずれか1項に記載のシアノアクリレート含有組成物を調製する方法であって、
シアノアクリレート成分を提供するステップ、および
混合して促進剤成分をそれと組み合わせるステップを含む方法。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/463,461 US6835789B1 (en) | 2003-06-18 | 2003-06-18 | Cyanoacrylate compositions |
PCT/IE2004/000086 WO2004111147A2 (en) | 2003-06-18 | 2004-06-18 | Cyanoacrylate compositions |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2006527782A JP2006527782A (ja) | 2006-12-07 |
JP4624997B2 true JP4624997B2 (ja) | 2011-02-02 |
Family
ID=33517106
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2006516790A Expired - Fee Related JP4624997B2 (ja) | 2003-06-18 | 2004-06-18 | シアノアクリレート組成物 |
Country Status (9)
Country | Link |
---|---|
US (1) | US6835789B1 (ja) |
EP (1) | EP1633827A2 (ja) |
JP (1) | JP4624997B2 (ja) |
KR (1) | KR100964088B1 (ja) |
CN (1) | CN1791649B (ja) |
BR (1) | BRPI0411472A (ja) |
CA (1) | CA2525011C (ja) |
MX (1) | MXPA05012296A (ja) |
WO (1) | WO2004111147A2 (ja) |
Families Citing this family (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7270932B2 (en) * | 2004-02-06 | 2007-09-18 | Rohm And Haas Electronic Materials Llc | Imaging composition and method |
CA2614921A1 (en) | 2005-07-11 | 2007-01-18 | Henkel Corporation | Toughened cyanoacrylate compositions |
PL1951831T3 (pl) * | 2005-11-10 | 2011-07-29 | Henkel Ag & Co Kgaa | Substancje klejowe, uszczelniające i powłokowe z cząstkami szklanymi jako wypełniaczem |
WO2007054112A1 (de) * | 2005-11-10 | 2007-05-18 | Henkel Ag & Co. Kgaa | Kleb-, dicht- und beschichtungsstoffe mit glaspartikeln als füllstoff |
US7659423B1 (en) | 2006-04-18 | 2010-02-09 | Loctite (R&D) Limited | Method of preparing electron deficient olefins in polar solvents |
DE602007005388D1 (de) * | 2006-09-08 | 2010-04-29 | 3M Innovative Properties Co | Farbwechselnde cyanoacrylatkleber |
US7569719B1 (en) | 2006-10-25 | 2009-08-04 | Loctite (R&D) Limited | Method of preparing electron deficient olefins |
US7718821B1 (en) | 2006-12-19 | 2010-05-18 | Loctite (R&D) Limited | Method of preparing electron deficient olefins |
ES2662644T3 (es) * | 2007-10-24 | 2018-04-09 | Henkel IP & Holding GmbH | Reactivos de metileno |
US7973119B1 (en) | 2007-10-24 | 2011-07-05 | Loctite (R&D) Limited | Adhesive systems using imines and salts thereof and precursurs to electron deficient olefins |
US8053589B1 (en) | 2007-10-24 | 2011-11-08 | Henkel Ireland Limited | Imines and methods of preparing electron deficient olefins using such novel imines |
EP2217559B1 (en) * | 2007-10-24 | 2017-06-28 | Henkel IP & Holding GmbH | Electron deficient olefins |
EP2116126A1 (en) | 2008-05-06 | 2009-11-11 | Henkel AG & Co. KGaA | Method and apparatus for grafting plants with fast-curing adhesives |
US8207264B2 (en) * | 2008-07-11 | 2012-06-26 | Tyco Healthcare Group Lp | Functionalized inclusion complexes as crosslinkers |
CN102197102B (zh) * | 2008-09-26 | 2014-11-26 | 汉高公司 | 不可流动形式的氰基丙烯酸酯组合物 |
US8399698B1 (en) | 2008-10-24 | 2013-03-19 | Henkel Ireland Limited | Substituted activated methylene reagents and methods of using such reagents to form electron deficient olefins |
US10196471B1 (en) | 2008-10-24 | 2019-02-05 | Henkel IP & Holding GmbH | Curable composition having an electron deficient olefin |
ES2435617T3 (es) | 2009-05-01 | 2013-12-20 | Henkel Ireland Limited | Composiciones de cianoacrilato |
JP5618194B2 (ja) * | 2010-09-09 | 2014-11-05 | 国立大学法人筑波大学 | アザカリックス[3]ピリジニウム塩、その製造方法、及びそれを用いてなるポリアルキレングリコールの製造方法 |
EP2511355B1 (en) | 2011-04-12 | 2013-10-23 | Henkel Ireland Ltd. | Cyanoacrylate adhesive with improved water resistance |
WO2013011421A1 (en) * | 2011-07-15 | 2013-01-24 | Henkel Ireland Limited | Cyanoacrylate compositions |
WO2013112315A1 (en) * | 2012-01-25 | 2013-08-01 | Henkel Corporation | Cyanoacrylate compositions |
CN103980397B (zh) * | 2014-04-30 | 2016-02-24 | 中国科学院化学研究所 | 一种3d打印用组合物及其配制和使用方法以及制品 |
CN104193919A (zh) * | 2014-08-26 | 2014-12-10 | 太仓碧奇新材料研发有限公司 | 3d打印用聚对苯二甲酸乙二醇酯复合材料及其制备方法 |
GB2534548B (en) | 2014-12-29 | 2020-08-12 | Adv Med Solutions Ltd | Adhesive applicator |
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 |
GB2567868B (en) * | 2017-10-27 | 2020-05-06 | Henkel IP & Holding GmbH | Toughened low odour cyanoacrylate compositions |
Family Cites Families (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE792064A (fr) * | 1971-12-02 | 1973-05-29 | Bayer Ag | Polymeres antistatiques de l'acrylonitrile |
DE3209238A1 (de) * | 1982-03-13 | 1983-09-15 | Henkel KGaA, 4000 Düsseldorf | Klebstoffe auf basis von cyanacrylsaeureestern |
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 |
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 |
US4718966A (en) | 1984-01-30 | 1988-01-12 | Loctite (Ireland) Ltd. | Bonding method utilizing cyanoacrylate adhesive having calixarene accelerator |
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 |
DE4009621A1 (de) | 1990-03-26 | 1991-10-02 | Henkel Kgaa | (alpha) -cyanacrylatklebstoffzusammensetzungen |
US6323275B2 (en) * | 1992-05-28 | 2001-11-27 | Toagosei Co., Ltd. | Cyanoacrylate adhesive composition |
IES990974A2 (en) | 1998-11-23 | 2000-05-31 | Loctite R & D Ltd | Cyanoacrylate Compositions |
JP2000191600A (ja) * | 1998-12-28 | 2000-07-11 | Toagosei Co Ltd | 環状化合物、該環状化合物からなる2―シアノアクリレ―ト用硬化促進剤、並びに2―シアノアクリレ―ト系組成物 |
JP3613321B2 (ja) * | 1999-04-07 | 2005-01-26 | 東亞合成株式会社 | 2−シアノアクリレート系組成物 |
JP2001164199A (ja) * | 1999-12-09 | 2001-06-19 | Taoka Chem Co Ltd | α−シアノアクリレート系接着剤組成物 |
US6475331B1 (en) | 2001-06-26 | 2002-11-05 | Henkel Loctite Corporation | Cyanoacrylate compositions |
-
2003
- 2003-06-18 US US10/463,461 patent/US6835789B1/en not_active Expired - Fee Related
-
2004
- 2004-06-18 BR BRPI0411472-8A patent/BRPI0411472A/pt not_active IP Right Cessation
- 2004-06-18 CN CN2004800133648A patent/CN1791649B/zh not_active Expired - Fee Related
- 2004-06-18 KR KR1020057024049A patent/KR100964088B1/ko not_active IP Right Cessation
- 2004-06-18 MX MXPA05012296A patent/MXPA05012296A/es active IP Right Grant
- 2004-06-18 CA CA2525011A patent/CA2525011C/en not_active Expired - Fee Related
- 2004-06-18 WO PCT/IE2004/000086 patent/WO2004111147A2/en active Application Filing
- 2004-06-18 JP JP2006516790A patent/JP4624997B2/ja not_active Expired - Fee Related
- 2004-06-18 EP EP04737052A patent/EP1633827A2/en not_active Ceased
Also Published As
Publication number | Publication date |
---|---|
CN1791649A (zh) | 2006-06-21 |
CA2525011A1 (en) | 2004-12-23 |
KR20060024799A (ko) | 2006-03-17 |
BRPI0411472A (pt) | 2006-07-11 |
WO2004111147A3 (en) | 2005-03-24 |
US6835789B1 (en) | 2004-12-28 |
WO2004111147A2 (en) | 2004-12-23 |
KR100964088B1 (ko) | 2010-06-16 |
CA2525011C (en) | 2012-07-31 |
CN1791649B (zh) | 2010-05-26 |
EP1633827A2 (en) | 2006-03-15 |
MXPA05012296A (es) | 2006-07-03 |
JP2006527782A (ja) | 2006-12-07 |
US20040260045A1 (en) | 2004-12-23 |
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