JPS6221836B2 - - Google Patents

Info

Publication number: JPS6221836B2
Authority: JP; Japan
Prior art keywords: cyanoacrylate; adhesive; acid; cyano; room temperature
Prior art date: 1978-04-26
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

Application number

JP5040378A

Other languages

English (en)

Japanese (ja)

Other versions

JPS54141827A (en

Inventor

Eijiro Nishi

Kazuhiro Nakagawa

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Taoka Chemical Co Ltd

Original Assignee

Taoka Chemical Co Ltd

Priority date (The priority date 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 date listed.)

1978-04-26

Filing date

1978-04-26

Publication date

1987-05-14

1978-04-26 Application filed by Taoka Chemical Co Ltd filed Critical Taoka Chemical Co Ltd

1978-04-26 Priority to JP5040378A priority Critical patent/JPS54141827A/ja

1979-11-05 Publication of JPS54141827A publication Critical patent/JPS54141827A/ja

1987-05-14 Publication of JPS6221836B2 publication Critical patent/JPS6221836B2/ja

Status Granted legal-status Critical Current

Links

-1 alicyclic alkylamine Chemical class 0.000 claims description 9
150000003839 salts Chemical class 0.000 claims description 9
150000002466 imines Chemical class 0.000 claims description 8
IJVRPNIWWODHHA-UHFFFAOYSA-N 2-cyanoprop-2-enoic acid Chemical compound OC(=O)C(=C)C#N IJVRPNIWWODHHA-UHFFFAOYSA-N 0.000 claims description 5
239000004830 Super Glue Substances 0.000 claims description 5
239000000203 mixture Substances 0.000 claims description 5
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 4
125000000217 alkyl group Chemical group 0.000 claims description 3
150000008043 acidic salts Chemical class 0.000 claims description 2
125000005262 alkoxyamine group Chemical group 0.000 claims description 2
230000001070 adhesive effect Effects 0.000 description 22
239000000853 adhesive Substances 0.000 description 19
229920001651 Cyanoacrylate Polymers 0.000 description 11
125000004093 cyano group Chemical group *C#N 0.000 description 10
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 description 7
239000002253 acid Substances 0.000 description 7
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
150000001412 amines Chemical class 0.000 description 6
239000000126 substance Substances 0.000 description 6
238000003756 stirring Methods 0.000 description 5
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
NLCKLZIHJQEMCU-UHFFFAOYSA-N cyano prop-2-enoate Chemical class C=CC(=O)OC#N NLCKLZIHJQEMCU-UHFFFAOYSA-N 0.000 description 4
XBPCUCUWBYBCDP-UHFFFAOYSA-N Dicyclohexylamine Chemical compound C1CCCCC1NC1CCCCC1 XBPCUCUWBYBCDP-UHFFFAOYSA-N 0.000 description 3
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical class OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 3
230000000694 effects Effects 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
239000000463 material Substances 0.000 description 3
238000000034 method Methods 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
239000005060 rubber Substances 0.000 description 3
239000002023 wood Substances 0.000 description 3
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
229910052782 aluminium Inorganic materials 0.000 description 2
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
238000010539 anionic addition polymerization reaction Methods 0.000 description 2
HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
239000013078 crystal Substances 0.000 description 2
PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
239000011521 glass Substances 0.000 description 2
230000001771 impaired effect Effects 0.000 description 2
239000002184 metal Substances 0.000 description 2
229910052751 metal Inorganic materials 0.000 description 2
150000002739 metals Chemical class 0.000 description 2
WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
150000001448 anilines Chemical class 0.000 description 1
KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical class OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
239000004327 boric acid Chemical class 0.000 description 1
235000010338 boric acid Nutrition 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
239000003086 colorant Substances 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
239000000470 constituent Substances 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
FEZFGJCSBWYLCC-UHFFFAOYSA-N dicyclohexylazanium;bromide Chemical compound Br.C1CCCCC1NC1CCCCC1 FEZFGJCSBWYLCC-UHFFFAOYSA-N 0.000 description 1
MNNMTFSPSVOWSF-UHFFFAOYSA-N dicyclohexylazanium;chloride Chemical compound Cl.C1CCCCC1NC1CCCCC1 MNNMTFSPSVOWSF-UHFFFAOYSA-N 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
229940043279 diisopropylamine Drugs 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
229950010048 enbucrilate Drugs 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
FGBJXOREULPLGL-UHFFFAOYSA-N ethyl cyanoacrylate Chemical compound CCOC(=O)C(=C)C#N FGBJXOREULPLGL-UHFFFAOYSA-N 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
239000000835 fiber Substances 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
JNONJXMVMJSMTC-UHFFFAOYSA-N hydron;triethylazanium;sulfate Chemical compound OS(O)(=O)=O.CCN(CC)CC JNONJXMVMJSMTC-UHFFFAOYSA-N 0.000 description 1
239000012535 impurity Substances 0.000 description 1
239000003112 inhibitor Substances 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
239000010985 leather Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000003607 modifier Substances 0.000 description 1
BPEQZXOPABVVLH-UHFFFAOYSA-N n,n-dibutylbutan-1-amine;sulfuric acid Chemical compound OS([O-])(=O)=O.CCCC[NH+](CCCC)CCCC BPEQZXOPABVVLH-UHFFFAOYSA-N 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
239000000047 product Substances 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
230000004580 weight loss Effects 0.000 description 1

Landscapes

Adhesives Or Adhesive Processes (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Polymerisation Methods In General (AREA)

JP5040378A 1978-04-26 1978-04-26 Adhesive composition Granted JPS54141827A (en)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP5040378A JPS54141827A (en)	1978-04-26	1978-04-26	Adhesive composition

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP5040378A JPS54141827A (en)	1978-04-26	1978-04-26	Adhesive composition

Publications (2)

Publication Number	Publication Date
JPS54141827A JPS54141827A (en)	1979-11-05
JPS6221836B2 true JPS6221836B2 (th)	1987-05-14

Family

ID=12857892

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP5040378A Granted JPS54141827A (en)	1978-04-26	1978-04-26	Adhesive composition

Country Status (1)

Country	Link
JP (1)	JPS54141827A (th)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2011500768A (ja) *	2007-10-24	2011-01-06	ロックタイト（アールアンドディー）リミテッド	活性メチレン試薬、およびそれから製造される硬化性組成物

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4980086A (en) *	1985-10-16	1990-12-25	Toagosei Chemical Industry, Co., Ltd.	Curable composition

1978
- 1978-04-26 JP JP5040378A patent/JPS54141827A/ja active Granted

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2011500768A (ja) *	2007-10-24	2011-01-06	ロックタイト（アールアンドディー）リミテッド	活性メチレン試薬、およびそれから製造される硬化性組成物

Also Published As

Publication number	Publication date
JPS54141827A (en)	1979-11-05

Publication	Publication Date	Title
EP0235935B1 (en)	1992-11-25	Instant adhesive composition utilizing mixred functionality calixarenes as accelerators
AU565343B2 (en)	1987-09-10	Toughened cyanoacrylates containing elastomers rubbers
TW200907000A (en)	2009-02-16	Acrylic pressure-sensitive adhesive compositions
JP2005536590A5 (th)	2006-10-05
US4052244A (en)	1977-10-04	Rapid curing two part adhesive
JPS62132984A (ja)	1987-06-16	嫌気性接着剤組成物
US5411998A (en)	1995-05-02	Curing anaerobic compositions through thick bondlines
JPS6221836B2 (th)	1987-05-14
EP0247726A2 (en)	1987-12-02	Rapid cure acrylic adhesive compositions
US6201088B1 (en)	2001-03-13	Cyanoacrylate adhesive
RU2112002C1 (ru)	1998-05-27	Стабилизированная клеевая композиция
Czech	2004	Crosslinkable propyleneimine pressure‐sensitive adhesive acrylates and their pot life
JPH0244346B2 (ja)	1990-10-03	Setsuchakuzaisoseibutsu
EP0643751A1 (en)	1995-03-22	METHOD FOR GLUING WOOD-BASED PRODUCTS.
JP2781226B2 (ja)	1998-07-30	シアノアクリレート接着剤組成物
JP3121625B2 (ja)	2001-01-09	硬化性エポキシ樹脂組成物
JPS6090277A (ja)	1985-05-21	接着剤組成物
JPH0475925B2 (th)	1992-12-02
JPS6346282A (ja)	1988-02-27	接着剤
JPS5887170A (ja)	1983-05-24	接着剤組成物
RU2001088C1 (ru)	1993-10-15	Клеева композици
JPH0460510B2 (th)	1992-09-28
RU1772123C (ru)	1992-10-30	Клеева композици
JP3766444B2 (ja)	2006-04-12	一液型架橋性合成樹脂エマルジョンおよびその製造方法
JPS5996110A (ja)	1984-06-02	速硬性接着剤組成物

JPS6221836B2 - - Google Patents

Info

Links

Landscapes

Priority Applications (1)

Applications Claiming Priority (1)

Publications (2)

Family

ID=12857892

Family Applications (1)

Country Status (1)

Cited By (1)

Families Citing this family (1)

Cited By (1)

Also Published As

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