Patent GB-1445814-A (GB)
Title: Photocurable lacquer composition
IPC: C08F299/04
Filed: 1974-01-14
Abstract: 1445814 Photocurable lacquers W R GRACE & CO 14 Jan 1974 01692/74 Heading C3P [Also in Division C2] A photocurable lacquer composition comprises (a) a polythiol component which contains at least two -SH groups per molecule and has a viscosity range of essentially 0 up to 20 million centipoises (cps) at 70‹ C., as measured by a Brookfield Viscometer, either alone or when in the presence of an inert solvent, aqueous dispersion or plasticizer, (b) a polyene component which contains at least one of N, O and a six-membered carbon containing ring and is selected from triallylisocyanurate, bisphenol A diallyl ether, 2,4,6-tris(allyloxy)s-triazine, the diadduct of diallylamine and bisphenol A 4,4<SP>1</SP>- diglycidylether, and the diadduct of one or more first members selected from the ene-ol group of allyl alcohol, diallyl malate and trimethylolpropane allyl ether with a second member selected from the cyclic C 6  diisocyanate group of toluene diisocyanate, 3,3<SP>1</SP>-dimethyl- 4,4<SP>1</SP>-biphenylene diisocyanate, 3-isocyanatomethyl - 3,5,5 - trimethylcyclohexylisocyanate and 4,4<SP>1</SP> - methylenebis - (cyclohexylisocyanate) the mole ratio of ene to thiol being from 0À2 : 1 to 5 : 1, and the polythiol having a Brookfield viscosity of 0 to 20,000,000 centipoises at 70‹ C., either alone, or when in the presence of an inert solvent, aqueous dispersion or plasticizer (c) from 1-50 parts by weight, per 100 parts by weight of the polyene-polythiol combination of either (i) a normally solid, solvent soluble polyester component having a molecular weight of 500-100,000 prepared by reacting either (I) a polybasic acid of general formula where R 4  is a saturated or unsaturated hydrocarbyl group having a valence of x and containing 2-21 carbon atoms, x being at least 2 or (II) a polybasic acid anhydride of general formula where z is 0 or 1, Z is a saturated or unsaturated hydrocarbyl group having from 2-12 carbon atoms and a valence of 2 with z is 0 and a valence of 3 when z is 1 with (III) a polyhydric alcohol of general formula where R 5  is a saturated or unsaturated hydrocarbyl or oxyhydrocarbyl group having a valence of y and containing 2-30 carbon atoms, y being at least 2 or (ii) a normally liquid plasticizer component selected from polyethylene glycol having a molecular weight of up to about 400, dioctyl phosphate and dibutyl phthalate, (d) from 0À0005-50 per cent by weight of the composition of a photo-curing rate accelerator (those preferred being compounds in which the carbonyl group of an aldehyde or ketone is directly attached to an aromatic nucleus). The polyester component may be a polyester-polyene having a molecular weight of 100-20,000 and a viscosity of 0-20,000,000 cps at 70‹ C., as measured by a Brookfield viscometer and having at least two unsaturated carbon-tocarbon bonds disposed at terminal or near terminal positions on the main chain of the molecule or pendant therefrom prepared by capping the product of (I) or (II) with (III) with a compound of general formula wherein R 6  is a hydrocarbyl group of free or remotely internal ("remotely internal" being defined as more than 8 carbon atoms from the moiety) non-aromatic ene and yne functionality and having a valence of q+s and from 2-10 carbon atoms; p is 0 or 1; q is an integer of 1- 10; s is an integer of 1-10; and R 7  is selected from wherein g is 0 or an integer of 1-9; h is 0 or 1; and the various R radicals are selected from hydrogen, fluorine, chlorine, furyl, thienyl, pyridyl, phenyl and substituted phenyl, benzyl and substituted benzyl, alkyl and substituted alkyl, alkoxy and substituted alkoxy, and cycloalkyl and substituted cycloalkyl, the substituents on the substituted radicals being selected from nitro, chloro, fluoro, acetoxy, acetamide, phenyl, benzyl, alkyl, alkoxy, and cycloalkyl wherein the alkyl and alkoxy groups contain 7-9 carbon atoms and the cycloalkyl groups contain 3-8 carbon atoms. The compositions are used to coat a substrate, and the applied compositions are cured using actinic radiation (especially ultraviolet of 100- 4000 Šngstr÷ms) the thickness of the coating being preferably 0À0025-0À05 mm.