Products of diepoxide polyaddition with monofunctional initiator

Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – From phenol – phenol ether – or inorganic phenolate

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528 90, 528 93, 528103, 528104, 528108, 528109, 528110, 528111, 528113, 528341, 528361, 528406, 528407, 528408, 2041817, 523402, 523414, 523415, 523416, 523417, 525507, C08G 5942, C08G 5962

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active

048249270

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to water-dilutable binders for cationic electrocoating finishes, based on modified epoxy resins containing ammonium, sulfonium and/or phosphonium groups.
Cationic electrocoating is a coating process frequently used especially for priming, in which synthetic resins carrying water-dilutable cationic groups are deposited by direct current on electrically conducting objects.
The use of modified epoxy resins as binders for cationic electrocoating finishes is known (U.S. Pat. No. 4,104,147; U.S. Pat. No. 4,260,720).
Modified epoxy resins that have been hitherto available for use in cationic electrocoating finishes are only poorly compatible with aliphatic hydrocarbons, are in need of improvement in respect of their flexibility and give rise to coatings that cannot be overcoated without problems and whose thickness should be further increased.
An object of the present invention was to develop novel modified epoxy resins that would be free from the disadvantages outlined above.
The object according to the invention was achieved by the development of binders which were prepared by compounds, together with at least one monoepoxide compound if desired, carried out at 100.degree. to 195.degree. C., if desired in the presence of a catalyst, initiated by a monofunctionally reacting initiator carrying either an alcoholic OH group, a phenolic OH group or SH group, to form an epoxy resin in which the di-epoxide compound and the initiator are incorporated in a molar ratio of >2:1 to 10:1, and by a subsequent tertiary amine, a sulfide/acid mixture or phosphine/acid mixture or a mixture of these compounds, and, if desired, with polysulfide, a polyphenol or a mixture of these compounds and, if desired,
It was found that the modified epoxy resins prepared by the polyaddition described above and subsequent modification with the component (A) are distinguished by good compatibility with aliphatic hydrocarbons and high elasticity. Their use as binders in cationic electrocoating finishes leads to the deposition of thick coatings which can be readily overcoated.
Additional reaction with the component B can lead to a further increase in elasticity of the modified epoxy resins as well as to an additional increase in the thickness of the deposited coatings.
In addition, the novel modified epoxy resins have the advantage of being preparable from readily accessible raw materials.
All compounds which contain two reactive epoxide groups and have an epoxide equivalent weight below 500, can be used as the di-epoxide compounds.
Diglycidyl ethers of polyphenols, prepared from polyphenols and epihalohydrins, are particularly preferred epoxide compounds. Examples of polyphenols which can be used are:
Very particularly preferred: bisphenol A and bisphenol F
particularly preferred: 1,1-bis-(4-hydroxyphenyl)n-heptane. Other suitable compounds are 4,4'-dihydroxybenzophenone, bis-(4-hydroxyphenyl)-1,1-ethane, bis-(4-hydroxyphenyl)-1,1-isobutane, bis-(4-hydroxy-tert-butylphenyl)-2,2-propane, bis-(2-hydroxynaphthyl)methane, 1,5-dihydroxynaphthalene and phenolic novolak resins.
Preferred epoxide compounds are also diglycidyl ethers of polyhydric alcohols such as ethylene glycol, diethylene glycol, triethylene glycol, 1,2-propylene glycol, 1,4-propylene glycol, 1,5-pentanediol, 1,2,6-hexanetriol, glycerol and bis-(4-hydroxycyclohexyl)-2,2-propane.
Diglycidyl esters of polycarboxylic acids, for example oxalic acid, succinic acid, glutaric acid, terephthalic acid, 2,6-naphthalenedicarboxylic acid, dimerized linolenic acid, etc., can be also used. Typical examples are glycidyl adipate and glycidyl phthalate.
Other suitable compounds are hydantoin epoxides, epoxidized polybutadiene and di-epoxide compounds, obtainable by epoxidization of an olefinically unsaturated alicyclic compound.
Besides the di-epoxide compounds, mono-epoxide compounds can also be used as additional starting materials for the polyaddition.
All compounds which contain only one epoxide group, are in principle suitable.
Examples of mono-epoxide compounds wh

REFERENCES:
patent: 4593078 (1986-06-01), Kooymans et al.
patent: 4661541 (1987-04-01), Batzill et al.

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