WO2021051257A1 - Composition adhésive d'acrylate - Google Patents

Composition adhésive d'acrylate Download PDF

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Publication number
WO2021051257A1
WO2021051257A1 PCT/CN2019/106098 CN2019106098W WO2021051257A1 WO 2021051257 A1 WO2021051257 A1 WO 2021051257A1 CN 2019106098 W CN2019106098 W CN 2019106098W WO 2021051257 A1 WO2021051257 A1 WO 2021051257A1
Authority
WO
WIPO (PCT)
Prior art keywords
weight
adhesive composition
acrylate adhesive
complex compound
composition according
Prior art date
Application number
PCT/CN2019/106098
Other languages
English (en)
Inventor
Chongyang SUN
Jeffery Chongjian SONG
Heqiang ZHANG
Joseph Zuohe WANG
Original Assignee
Henkel Ag & Co. Kgaa
Henkel (China) 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.)
Filing date
Publication date
Application filed by Henkel Ag & Co. Kgaa, Henkel (China) Co., Ltd. filed Critical Henkel Ag & Co. Kgaa
Priority to PCT/CN2019/106098 priority Critical patent/WO2021051257A1/fr
Priority to CN201980100348.9A priority patent/CN114364763B/zh
Publication of WO2021051257A1 publication Critical patent/WO2021051257A1/fr

Links

Classifications

    • 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
    • C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
    • 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
    • C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
    • C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
    • C08F265/06—Polymerisation of acrylate or methacrylate esters on to polymers 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
    • C08F279/00—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00
    • C08F279/02—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00 on to polymers of conjugated dienes
    • 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
    • C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
    • C09J151/003—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds

Definitions

  • At least one ethylenically unsaturated monomer is presented in at least one of the first part, the second part or an optional separate third part; and at least one curing co-initiator is presented in at least one of the first part, the second part or an optional separate third part; wherein the amount of the at least one copper complex compound is at least 0.03%by weight based on the total weight of the second part; and the amount of the at least one vanadium complex compound is at least 0.03%by weight based on the total weight of the second part.
  • the first part of the acrylate adhesive composition of the present invention comprises at least one initiator serving as an oxidizing agent.
  • the initiator of the present invention may be selected from a peroxide initiator, such as cumene hydroperoxide (CHP) , acetyl peroxide, dicumyl peroxide (DCP) , 2, 5-dimethyl-2, 5-bis (t-butylperoxy) -hexyne (DBPH) , benzoyl peroxide (BPO) , bis (2, 4-dichlorobenzoyl) peroxide (DCBP) , tert-butyl peroxypivalate (BPP) , dicyclohexyl peroxydicarbonate (DCPD) , potassium persulfate (KSP) , ammonium persulfate (ASP) , and the like; and a persulfate initiator, such as potassium persulfate, sodium persulfate, ammonium persulfate,
  • At least one ethylenically unsaturated monomer capable of free radical polymerization is presented in at least one of the first part, the second part or an optional separate third part of the present invention.
  • the ethylenically unsaturated monomer preferably contains at least one group having the following general formula (3) :
  • waxes examples include, for example, Sasaolwax H1 from Sasol Wax; AC-400 from Honeywell; MC-400 from Marcus Oil Company; Epolene C-18 from Eastman Chemical; Wax 58#from Sinopharm; and AC-575P from Honeywell.
  • R 5 , R 6 and R 7 can be the same or different, and can be independently selected from hydrogen or a general formula (5) .
  • the amount of the adhesion promoter in the acrylate adhesive composition is from 0.05 to 10%, preferably from 0.25 to 5%, and more preferably from 0.25 to 2.5%by weight based on the total weight of the acrylate adhesive composition.
  • weight percentages of components in the first part add up to 100%by weight
  • weight percentages of components in the second part add up to 100%by weight.
  • step (b) optionally adding at least one ethylenically unsaturated monomer, and/or at least one toughener, and/or acrylic resin, and/or at least one wax, and/or at least one inhibitor, and/or at least one curing co-initiator, and/or at least one photoinitiator to the at least one initiator in step (a) and mixing all the components homogeneously to get the first part;
  • the first part should be used in a weight ratio to the second part, in the range of 0.5: 1 to 2: 1.
  • a person skilled in the art will be able to make appropriate choices among the varies components based on the description, representative examples and guidelines of the present invention to prepare a composition to achieve desired effects.
  • open time refers to the time at which a two-part acrylate adhesive composition dispensed through a static mixer can no longer be dispensed due to the curing of it in the static mixer.
  • a 1: 1 Sulzer mixpac mixer may be used for the open time testing.
  • the acrylate adhesive composition of the present invention preferably shows an exothermic peak less than or equal to 260 seconds, and more preferably shows an exothermic peak less than or equal to 165 seconds cured under ambient temperature.
  • BHT butylated hydroxytoluene from Acros Organics
  • Irga 819 bis (2, 4, 6-trimethylbenzoyl) -phenylphosphineoxide from Ciba Specialty Chemicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

Une composition adhésive d'acrylate comprend : (a) une première partie comprenant au moins un initiateur ; et (b) une seconde partie comprenant au moins un composé complexe de cuivre et au moins un composé complexe de vanadium ; au moins un monomère éthyléniquement insaturé étant présent dans au moins l'une de la première partie, de la deuxième partie ou d'une troisième partie séparée éventuelle ; et au moins un co-initiateur de durcissement est présenté dans au moins l'une de la première partie, de la deuxième partie ou de la troisième partie séparée éventuelle. La composition adhésive d'acrylate présente un long délai de collage, et un pic exothermique précoce.
PCT/CN2019/106098 2019-09-17 2019-09-17 Composition adhésive d'acrylate WO2021051257A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
PCT/CN2019/106098 WO2021051257A1 (fr) 2019-09-17 2019-09-17 Composition adhésive d'acrylate
CN201980100348.9A CN114364763B (zh) 2019-09-17 2019-09-17 丙烯酸酯粘合剂组合物

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/CN2019/106098 WO2021051257A1 (fr) 2019-09-17 2019-09-17 Composition adhésive d'acrylate

Publications (1)

Publication Number Publication Date
WO2021051257A1 true WO2021051257A1 (fr) 2021-03-25

Family

ID=74883307

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CN2019/106098 WO2021051257A1 (fr) 2019-09-17 2019-09-17 Composition adhésive d'acrylate

Country Status (2)

Country Link
CN (1) CN114364763B (fr)
WO (1) WO2021051257A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2023031695A1 (fr) * 2021-09-02 2023-03-09 3M Innovative Properties Company Préparation de polymères à grande masse moléculaire présentant une teneur minimale en gel
FR3129944A1 (fr) * 2021-12-06 2023-06-09 Bostik Sa Formulation adhésive bicomposante à base de (méth)acrylate pour l’assemblage de pâles d’éoliennes
EP4198066A1 (fr) * 2021-12-15 2023-06-21 Henkel AG & Co. KGaA Composition adhésive structurelle acrylique durcissable en deux étapes et en deux parties

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004081132A1 (fr) * 2003-03-13 2004-09-23 Sartomer Technology Co., Inc. Procedes et compositions de resine a reticulation reversible
US7091256B2 (en) * 2003-06-25 2006-08-15 Daimlerchrysler Ag Reactive thermally-curing and/or radiation-curing paints and their curing methods
WO2013021234A1 (fr) * 2011-08-05 2013-02-14 Celanese Emulsions Gmbh Dispersions de copolymères ester vinylique/éthylène à faible teneur en formaldéhyde, destinées à être utilisées dans des adhésifs
WO2013021945A1 (fr) * 2011-08-05 2013-02-14 電気化学工業株式会社 Composition adhésive pour une fixation temporaire
WO2017062758A1 (fr) * 2015-10-07 2017-04-13 Illinois Tool Works Inc. Compositions adhésives aptes à être réparées ou retravaillées
CN108329870A (zh) * 2017-01-19 2018-07-27 湖州欧美化学有限公司 一种电池箱用丙烯酸酯密封胶及其制备方法

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004081132A1 (fr) * 2003-03-13 2004-09-23 Sartomer Technology Co., Inc. Procedes et compositions de resine a reticulation reversible
US7091256B2 (en) * 2003-06-25 2006-08-15 Daimlerchrysler Ag Reactive thermally-curing and/or radiation-curing paints and their curing methods
WO2013021234A1 (fr) * 2011-08-05 2013-02-14 Celanese Emulsions Gmbh Dispersions de copolymères ester vinylique/éthylène à faible teneur en formaldéhyde, destinées à être utilisées dans des adhésifs
WO2013021945A1 (fr) * 2011-08-05 2013-02-14 電気化学工業株式会社 Composition adhésive pour une fixation temporaire
WO2017062758A1 (fr) * 2015-10-07 2017-04-13 Illinois Tool Works Inc. Compositions adhésives aptes à être réparées ou retravaillées
CN108329870A (zh) * 2017-01-19 2018-07-27 湖州欧美化学有限公司 一种电池箱用丙烯酸酯密封胶及其制备方法

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2023031695A1 (fr) * 2021-09-02 2023-03-09 3M Innovative Properties Company Préparation de polymères à grande masse moléculaire présentant une teneur minimale en gel
FR3129944A1 (fr) * 2021-12-06 2023-06-09 Bostik Sa Formulation adhésive bicomposante à base de (méth)acrylate pour l’assemblage de pâles d’éoliennes
WO2023105152A1 (fr) * 2021-12-06 2023-06-15 Bostik Sa Formulation adhesive bicomposante a base de (meth)acrylate pour l'assemblage de pales d'eoliennes
EP4198066A1 (fr) * 2021-12-15 2023-06-21 Henkel AG & Co. KGaA Composition adhésive structurelle acrylique durcissable en deux étapes et en deux parties
WO2023110513A1 (fr) * 2021-12-15 2023-06-22 Henkel Ag & Co. Kgaa Composition adhésive structurale acrylique en deux parties et à deux étapes et durcissable

Also Published As

Publication number Publication date
CN114364763A (zh) 2022-04-15
CN114364763B (zh) 2024-02-20

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