Methacrylate-based adhesive compositions

An acrylate and urethane technology, applied in the direction of ester copolymer adhesives, polyurea/polyurethane adhesives, adhesive types, etc., can solve the problem that the joints of bonded aluminum cannot withstand corrosive environments, Issues such as adhesive properties not recorded

Active Publication Date: 2012-10-24
SCOTT BADER CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This publication provides data on the bond strength of the adhesive to aluminum and various thermoplastic substrates, but is silent on the performance of the adhesive...

Method used

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  • Methacrylate-based adhesive compositions
  • Methacrylate-based adhesive compositions
  • Methacrylate-based adhesive compositions

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example 11

[0253] Toluene 2,4-diisocyanate used in Synthesis Example 11 was 95% purity grade toluene 2,4-diisocyanate supplied by Sigma Aldrich Laboratories supplier (Greenhams, Dorset, UK).

[0254] Neoprene WM-1 and Neoprene WB are general purpose polychloroprene available from DuPont Performance Elastomers.

[0255] Neoprene AD-20 is an adhesive grade polychloroprene available from the same source.

[0256] Tyrin® 3615P is a chlorinated polyethylene polymer available from DuPont Dow Elastomers.

[0257] Nipol 1072 is a carboxylic acid functional butadiene-acrylonitrile copolymer available from Zeon Chemicals.

[0258] The phthalic polyester resins used in Comparative Example C22 were diethylene glycol, Pergaquick A150 (an ethoxylated amine available from Pergan GmbH), phthalic anhydride and maleic anhydride Reaction product at 5.3% equivalent diol excess. The amount of Pergaquick used was 1.4 mole % of the diol moiety in the resin, and the molar ratio of phthalic anhydride:maleic a...

Synthetic example 1

[0280] Urethane acrylate resin UA-1 was prepared by reacting sorbitol, ε-caprolactone, isophorone diisocyanate (IPDI) and 2-hydroxyethyl acrylate. Its composition is disclosed on page 10 of European Patent No. 0056713A.

[0281] Charge 1.0 moles of sorbitol and 18.0 moles of ε-caprolactone into a suitable reaction vessel and heat to 90°C to 100°C with stirring. To the resulting cloudy homogeneous dispersion was added 0.2% p-toluenesulfonic acid. The exothermic reaction started almost instantaneously and the temperature increased violently, reaching 140°C to 150°C.

[0282] The batch was allowed to cool naturally for 15 minutes before vacuum stripping. Less than 2% of the load weight is removed.

[0283] After stripping, the temperature was adjusted to 100°C to 110°C and 3.5 moles of isophorone diisocyanate were added. A slight exotherm started and the batch temperature was allowed to rise to 120°C to 130°C, at which point the temperature was controlled by cooling.

[0284...

Synthetic example 2

[0286] A continuously stirred stainless steel reactor was charged with 42.452 kg isophorone diisocyanate (IPDI) along with 28 g inhibitor T, 19 g benzoquinone and 37 g methylhydroquinone (sometimes called methylhydroquinone) at 460 g solution in methyl methacrylate. This mixture was allowed to warm to 45°C and a solution of 10 g Fascat 4202CL in 442 g methyl methacrylate was added. 66.542 kg of Bisomer PPM5 was gradually fed into the reactor and the exotherm of reaction raised the temperature to 61.5°C. This feed took 90 minutes to complete. After a further 30 minutes at 61.5°C, the isocyanate content was found to have reached 6.8%. The reactor temperature was raised to 80.0°C and a solution of 19 g Fascat 4202CL in 433 g methyl methacrylate was added. Then 17.033 kg Simulsol PTKE was gradually fed into the reactor over a period of 75 minutes, keeping the temperature of the reactor between 80°C and 85°C. Any residual Simulsol PTKE remaining in the feed vessel was then flus...

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Abstract

An adhesive composition, especially suitable for a two- part adhesive system curable via free radical polymerisation comprises; (A) (meth) acrylate ester monomer; (B) chlorinated elastomeric polymer; (C) core-shell impact modifier; and (D) urethane (meth) acrylate oligomer. Example adhesive compositions include urethane (meth) acrylate oligomer (D) derived from (i) a di- or higher isocyanate having at least two isocyanate groups which differ in reactivity; (ii) a chain-extending reagent which has at least two groups selected from hydroxyl and/ or amino groups, each capable of reaction with an isocyanate group of (i); (iii) a hydroxymethacrylate component or hydroxyacrylate component. Also urethane (meth) acrylate oligomers, suitable for use in adhesive compositions, and derived from: (i) a diisocyanate having two isocyanate groups which differ in reactivity; (ii) a chain-extending reagent which is a polyether polyol selected from ethoxylated and propoxylated derivatives of tri- and tetra- functional polyols; and (iii) a hydroxyl (meth) acrylate selected from polyethylene glycol (meth) acrylate and polypropylene glycol (meth) acrylate, are disclosed.

Description

technical field [0001] none Background technique [0002] Polymerizable vinyl adhesive compositions suitable for a variety of adhesive, coating, filling, repair and related applications are well known in the art. Prior art compositions include formulations based on acrylate and methacrylate monomers, styrene monomers and styrene derivatives, and polyester and vinyl ester resins. [0003] These compositions are generally liquids or pastes that aggregate to form a hard mass when two separately packaged components, one of which contains The polymerization initiator, usually a peroxide, and the other contains an accelerator, usually an amine. The polymerization process is generally referred to as "curing" by those skilled in the art, where different combinations of initiators and accelerators are referred to as different "curing systems". [0004] One particularly useful group of polymerizable vinyl compositions comprises a mixture of polymers dissolved or dispersed in acryla...

Claims

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Application Information

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IPC IPC(8): C09J4/06C09J123/28
CPCC09J4/06C09J123/286C08L2666/02C09J123/28C09J151/04C09J175/14B29B7/726C08G18/00C08L33/06C08L75/04C09J4/00C09J133/06C09J175/04C09J133/04
Inventor 塞缪尔·波杜·欧赛史蒂芬·洛希尔·布朗罗伊·戈登·菲利普斯
Owner SCOTT BADER CO LTD
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