Improved polymerizable compositions

Abstract

The present invention relates to a process for providing improved polymerizable compositions containing phosphoalkyl (meth)acrylate monomers which are synthesized by the reaction of a hydroxy alkyl (meth)acrylate with polyphosphoric acid (PPA).

Description

technical field

[0001] The present invention relates to a process for providing improved polymerizable compositions comprising phosphoalkyl (meth)acrylate monomers obtained by combining hydroxyalkyl (meth)acrylates with Polyphosphoric acid (PPA) reaction synthesis. Background technique

[0002] Phosphate alkyl (meth)acrylates, when copolymerized with other vinyl monomers, can impart useful properties to the polymers, ie those used in coatings and adhesives and have a wide range of applications. One application of these monomers is to promote the adhesion of polymeric coatings to metal substrates. Other applications include providing flame retardancy and antistatic properties to fibers and binders for nonwovens.

[0003] Alkyl (meth)acrylate phosphate monomer, i.e. phosphoric acid monoester, is obtained by combining hydroxyalkyl (meth)acrylate with 105-120% by weight equivalent H 3 PO 4 The strength of PPA is synthesized by phosphorylation. (For example, 100 grams of 115...

Examples

Embodiment 1

[0025] The reaction product was prepared by the same procedure as described in Comparative Example 1, except that 169 grams of methyl methacrylate was first mixed with polyphosphoric acid before adding 2-hydroxyethyl methacrylate. The reaction product contained 47.0% by weight monoester and 9.43% by weight diester, based on the total amount excluding methyl methacrylate, corresponding to a monoester:diester molar ratio of 7.64.

Embodiment 2

[0027] The reaction product was prepared by the same procedure as described in Comparative Example 1, except that 302 grams of methyl methacrylate was first mixed with polyphosphoric acid before adding 2-hydroxyethyl methacrylate. The reaction product contained 47.9% by weight monoester and 7.58% by weight diester, based on the total amount excluding methyl methacrylate, corresponding to a monoester:diester molar ratio of 9.69.

Embodiment 3

[0029] The reaction product was prepared by the same procedure as described in Comparative Example 1, except that 418 grams of methyl methacrylate was first mixed with 200 grams of polyphosphoric acid before adding 218 grams of 2-hydroxyethyl methacrylate. The reaction product contained 51.0% by weight monoester and 7.24% by weight diester, based on the total amount excluding methyl methacrylate, corresponding to a monoester:diester molar ratio of 10.8.

technical field

[0001] The present invention relates to a process for providing improved polymerizable compositions comprising phosphoalkyl (meth)acrylate monomers obtained by combining hydroxyalkyl (meth)acrylates with Polyphosphoric acid (PPA) reaction synthesis. Background technique

[0002] Phosphate alkyl (meth)acrylates, when copolymerized with other vinyl monomers, can impart useful properties to the polymers, ie those used in coatings and adhesives and have a wide range of applications. One application of these monomers is to promote the adhesion of polymeric coatings to metal substrates. Other applications include providing flame retardancy and antistatic properties to fibers and binders for nonwovens.

[0003] Alkyl (meth)acrylate phosphate monomer, i.e. phosphoric acid monoester, is obtained by combining hydroxyalkyl (meth)acrylate with 105-120% by weight equivalent H 3 PO 4 The strength of PPA is synthesized by phosphorylation. (For example, 100 grams of 115...

Examples

Embodiment 1

[0025] The reaction product was prepared by the same procedure as described in Comparative Example 1, except that 169 grams of methyl methacrylate was first mixed with polyphosphoric acid before adding 2-hydroxyethyl methacrylate. The reaction product contained 47.0% by weight monoester and 9.43% by weight diester, based on the total amount excluding methyl methacrylate, corresponding to a monoester:diester molar ratio of 7.64.

Embodiment 2

[0027] The reaction product was prepared by the same procedure as described in Comparative Example 1, except that 302 grams of methyl methacrylate was first mixed with polyphosphoric acid before adding 2-hydroxyethyl methacrylate. The reaction product contained 47.9% by weight monoester and 7.58% by weight diester, based on the total amount excluding methyl methacrylate, corresponding to a monoester:diester molar ratio of 9.69.

Embodiment 3

[0029] The reaction product was prepared by the same procedure as described in Comparative Example 1, except that 418 grams of methyl methacrylate was first mixed with 200 grams of polyphosphoric acid before adding 218 grams of 2-hydroxyethyl methacrylate. The reaction product contained 51.0% by weight monoester and 7.24% by weight diester, based on the total amount excluding methyl methacrylate, corresponding to a monoester:diester molar ratio of 10.8.