Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – Mixing of two or more solid polymers; mixing of solid...
Patent
1991-10-21
1994-05-10
Bleutge, John C.
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
Mixing of two or more solid polymers; mixing of solid...
525 22, 525 23, 525384, 525526, 525531, 25218217, 25218219, C08F 2000
Patent
active
053108264
DESCRIPTION:
BRIEF SUMMARY
The present invention relates to thiol group-containing compositions useful as accelerators for the curing of unsaturated maleic, vinylic, allylic and epoxy-type polyester resins, epoxy resins and polyurethanes, as well as the polymerization of these materials. More particularly, the thiol group-containing materials are employed in the form of a complex with selected metal salts as accelerators for curing unsaturated polyester resins, epoxy resins and polyurethanes.
Thiol compounds are known for use in curing unsaturated polyesters. For example, in U.S. Pat. No. 3,318,974 it is disclosed to cure unsaturated polyesters with peroxides in the presence of thioglycolic acid accelerators.
Japanese patent application JA-7039468 discloses the curing of polyesters with a peroxytriazine in the presence of a mercaptan accelerator. As an example of the accelerator is given t-dodecylmercaptan. Japanese patent application J6-2257936 discloses the use of a polythiol compound such as pentaerythritol tetrathioglycolate for the curing of epoxy resins.
U.S. Pat. No. 3,291,716 describes the use of a wide variety of --SH group-containing compounds for the curing of epoxide resins. More particularly, polymercaptans having at least two --SH groups are disclosed including monomeric polymercaptans, polymeric-type polymercaptans, polythiopolymercaptans and even organic sulfides. U.S. Pat. No. 3,214,490 discloses the acceleration of the hydroperoxide initiated polymerization of ethylenically unsaturated materials with an organotin mercaptoester and, optionally, cobalt naphthenate in conjunction therewith.
European patent application 0 329 093 discloses the use of polythiols as epoxy resin curing agents. These polythiols are obtained by the reaction of a polyglycidyl amine with hydrogen sulfide and are said to be useful as curing agents in the absence of a tertiary amine.
Other thiol-containing materials disclosed in the prior art include the use of a poly-thiol such as glycerine tris(mercaptoacetate), glycerin tris(mercaptopropionate) and glycerine tris(mercaptobutylate), in the presence of an amine for the curing of epoxy resins which is described in Japanese patent application J6-3186727; thiol-diene adducts for epoxy resin curing described in U.S. Pat. No. 3,838,494; propoxylated ether polythiols for curing epoxy resins described in U.S. Pat. No. 4,092,293; and butyl thiostannic acid anhydride in combination with nadic methyl anhydride are known for epoxy curing from U.S. Pat. No. 4,120,875.
A combination of a 2-mercaptoalcohol and a cobalt or vanadium compound are known for use in the curing of unsaturated polyester compounds from British patent 1,170,983. Typically this curing is carried out in the presence of a peroxide and a copolymerizable monomer.
The hardening of polyesters with a vanadium compound and a polyol thioglycolate ester as accelerators is disclosed in Belgian patent 767,644. Again, the hardening is carried out in the presence of a copolymerizable monomer.
U.S. Pat. No. 4,380,605 discloses the use of mercaptobenzothiazole with an inorganic metal salt and a peroxyester initiators for the room temperature cross-linking of unsaturated polyester resin. The inorganic metal salt is selected from iron and copper salts and mixtures thereof.
Also known as epoxy resin hardeners are triphenyl phosphine and triphenyl phosphite which are disclosed in Japanese patent applications J6-4001721, J6-2212418 and J5-7040524. In addition, Japanese patent application J5-9126430 discloses the use of quaternary phosphonium salts in combination with mercaptobenzothiazole for the hardening of epoxy resin compositions.
European patent application 0 160 621 discloses the use of a combination of a polymercaptan and an organic phosphite for the hardening of an epoxy resin in the presence of a radically polymerizable compound and an organic peroxide. The mercaptan is preferably an ester of a mercaptocarboxylic acid with a 2 to 6 carbon polyol, a phenol or a novolac.
Finally, Japanese patent application JO-1174518 discloses the reaction of an ep
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Akzo N.V.
Bleutge John C.
Fennelly Richard P.
Gulakowski Randy
Morris Louis A.
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