2,2-dimethoxy-1,2-DI[4-(meth)acryloyloxy]phenylethane-1-one, method for producing the same, radical polymerization initiator and photocurable composition
The invention provides 2,2-dimethoxy-1,2-di-[4-(meth)acryloyloxy]phenylethane-1-one represented by the following formula (A):
(wherein R1 and R2, which may be identical to or different from each other, each represent a hydrogen atom or a methyl group).
Drawings
Claims5
2,2-Dimethoxy-1,2-di-[4-(meth)acryloyloxy]phenylethan-1-one represented by the following formula (A):
(wherein R1 and R2, which may be identical to or different from each other, each represent a hydrogen atom or a methyl group).
A method for producing 2,2-dimethoxy-1,2-di-[4-(meth)acryloyloxy]phenylethan-1-one represented by the following formula (A):
(wherein R1 and R2, which may be identical to or different from each other, each represent a hydrogen atom or a methyl group), characterized in that the method comprises reacting 4,4′-dihydroxybenzil with trimethyl orthocarboxylate in the presence of an acid catalyst, and then reacting the reaction mixture with a compound having a (meth)acryloyloxy group.
#The present invention relates to a novel compound serving as a radical polymerization initiator, which generates radicals through irradiation with light such as a UV ray, to a production method therefor, to a radical polymerization initiator, and to a photocurable composition.
#In UV-curable ink for lithography, flexography, and silk screening, solder resist, etching resist for production of industrial electronic material or the like, color filter resist, UV powder coating, aqueous UV coating, coating with UV-absorber, wood article finish coating, plastics, metal coating, etc., there has been employed a photocurable composition containing a radical-polymerizable compound (i.e., a radical-polymerizable monomer) and a radical polymerization initiator, which generates radicals through irradiation with light such as a UV ray for initiating polymerization of the radical-polymerizable compound. A typical radical polymerization initiator is an acetophenone-type radical polymerization initiator (see Patent Documents 1 and 2).
#One known acetophenone-type radical polymerization initiator is 2,2-dimethoxy-1,2-diphenylethan-1-one. The compound can generate radicals via self-cleavage through irradiation with light such as a UV ray, to thereby initiate polymerization of a radical-polymerizable compound, and is commercially available as IRGACURE 651 (product of BASF). As compared with other acetophenone-type radical polymerization initiators; e.g., 1-hydroxycyclohexyl phenyl ketone (IRGACURE 184, product of BASF) and 2-hydroxy-1-{4-[4-{2-hydroxy-2-methylpropionyl}-benzyl]-phenyl}-2-methylpropan-1-one (IRGACURE 127, product of BASF), 2,2-dimethoxy-1,2-diphenylethan-1-one has higher absorbance to 365 nm light. This property is advantageous, for the compound can effectively utilize i-line (wavelength: 365 nm), which is a predominant component of high-pressure mercury lamps and other industrially useful light sources.
Detailed description4,031 words
#Hereinafter, the present invention will be described in detail.
#The novel compound of the present invention is a compound represented by the following formula (A):
#(wherein R1 and R2, which may be identical to or different from each other, each represent a hydrogen atom or a methyl group); i.e., 2,2-dimethoxy-1,2-di-[4-(meth)acryloyloxy]phenylethan-1-one.
Application
13/983,106Filed 30 Jan 2012
Priority
JP 2011-0212312 Feb 2011
Published
US 2013/0324633 A15 Dec 2013
Granted
30 Jun 2015
Term ends
4 Aug 2032Estimated · howhide20 years from earliest known nonprovisional domestic filing plus recorded patent term adjustment, including 187 days of adjustment. Maintenance-fee lapses, terminal disclaimers and statutory extensions have not been checked. The continuity chain may be incomplete; this is not an enforceability determination.