Acrylated polyether polyol and the use thereof for radiation-cur

Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – Compositions to be polymerized by wave energy wherein said...

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522 46, 522100, 526320, C08G 1867

Patent

active

060908661

DESCRIPTION:

BRIEF SUMMARY
BACKGROUND OF THE INVENTION

The present invention relates to a novel acrylicized polyetherpolyol which can be used in particular for radiation-curable coating compositions.
It is known to cure compositions based on acrylic esters by means of radiation, especially UV radiation. Here, however, a problem which arises is that the presence of air in the course of curing, especially the curing of surfaces, is disruptive.
DE-C 2625538 discloses photopolymerizable coating compositions comprising amines as reducing agents and chain-transfer compounds. The use of a free amine of this kind has the disadvantage that it may act as a plasticizer, and leads to an unwanted deposit on the surface.
By incorporating the amino group into a molecule which also includes polymerizable groups, a copolymerized amine is obtained which does not have the abovementioned disadvantages. A known method of incorporation is the adding of amines onto double bond-rich molecules, which proceeds in the manner of a Michael addition and is described, for example, in F. Moller, Houben-Weyl, Vol. 11/1 (1957), pp. 277-280. U.S. Pat. No. 2,759,913 teaches the addition of amines onto activated, olefinically unsaturated compounds, such as acrylates in equimolar amounts, which leads to the complete reaction of the activated ethylenic double bonds. Systematic investigations into the addition of amino alcohols onto acrylates have been carried out by Ogata. Bull. Chem. Soc. Jap. 39, pages 1486-1490, 1966.
DE-C 2 346 424 describes the preparation of radiation-curable compositions starting from acrylic esters of polyhydric alcohols and from secondary, aliphatic monofunctional amines. These compositions have the disadvantage of reduced stability on storage. The adding-on of a secondary amine, moreover, leads to a reduction in the acrylic ester functionality of the molecule and hence also to a reduction in the crosslinking possibilities for radiation-induced polymerization.
EP Application 0280222 discloses adducts of acrylic esters and a polyhydric alcohol with a primary monoamine, which are used for radiation-curable coating compositions.
EP-B 0586849, furthermore, discloses amino acrylates having a viscosity of from 2000 to 3000 mPas, a content of olefin double bonds of from 8 to 20% by weight and a nitrogen content of from 0.4 to 2.0% by weight, which can be employed as binders for radiation-curable coating compositions.
The disadvantage of the said products lies in the tendency towards yellowing, especially of the amine-modified polyether acrylates.


SUMMARY OF THE INVENTION

The present invention has now set itself the object of providing an acrylicized polyetherpolyol which can be used in radiation-curable coating formulations and does not have the abovementioned disadvantages.
This object is achieved in that the acrylicized polyetherpolyol consists of an ethoxylated polyol having a molecular weight of from 500 to 1000, preferably from 700 to 900, which is esterified with acrylic acid.


DETAILED DESCRIPTION OF THE INVENTION

The polyether acrylate of the invention consists, in a preferred embodiment, of from 50 to 75% by weight, preferably from 55 to 65% by weight of a polyetherpolyol, from 20 to 50% by weight, preferably from 30 to 45% by weight of acrylic acid and 5% by weight of customary auxiliaries.
The ether alcohols employed generally have a degree of ethoxylation of from 10 to 20, preferably from 13 to 17, the degree of ethoxylation indicating the number of moles of ethylene oxide that have on average been added onto 1 mol of an alcohol used as the starter molecule. Particular preference is given to the use of ethoxylated 3- or 4-hydric alcohols having a degree of ethoxylation of from 3 to 6 and a molecular weight of from 224 to 400. Ethoxylated erythritol having a molecular weight of from 500 to 1000, preferably from 700 to 900, is preferably employed. One example is pentaerythritol etherified with 15 ethoxy units.
The polyetherpolyols concerned are preferably those having an OH number of from 150 to 350 mg of KOH/g, preferably from 250 to 3

REFERENCES:
patent: 2759913 (1956-08-01), Hulse
patent: 3380831 (1968-04-01), Cohen
patent: 4180474 (1979-12-01), Schuster et al.
patent: 4382135 (1983-05-01), Sinka et al.
patent: 5146531 (1992-09-01), Shustack
patent: 5441775 (1995-08-01), Beck et al.
patent: 5496589 (1996-03-01), Igarashi et al.
patent: 5738971 (1998-04-01), Suzuki et al.
F. Moller, Houben-Weyl, Stickstoff-Verbindungen II; vol. Nov. 1, 1995, pp. 277-280.

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