Easily synthesizable, spontaneously water-soluble, essentially voc-free, environmentally friendly (meth)acrylamido-functional siloxanol systems, process for preparation thereof and use

1. A composition, comprising at least one water-soluble acrylamido-functional siloxanol oligomer of formula (V):

(R 1 O)[(R 1 O) 1−a (R 2 ) a Si(C) 1+b O] u [(Y)Si(C) 1+b O] u′ R 1 .(HX)z   (V),

obtained by:

a) reacting a component A with an acrylic anhydride (B); and optionally

b) removing at least a portion of hydrolyzed alcohol, with optional addition of water for removal of the hydrolyzed alcohol,

wherein:

the component A is at least one aminoalkyl-functionalized silicon compound selected from the group consisting of

(i) an aminoalkyl-functional alkoxysilane or a mixture of aminoalkyl-functional alkoxysilanes, each in the presence of water,

(ii) a hydrolysis or condensation product of at least one aminoalkyl-functional alkoxysilane, and

(iii) a mixture comprising at least one aminoalkyl-functional alkoxysilane and a hydrolysis product, a condensation product, or both, of the at least one aminoalkyl-functional alkoxysilane:,

C represents an acrylamido group;

Y represents OR 1 or, in crosslinked and/or three-dimensionally crosslinked structures, independently to OR 1 or O 1/2 ;

R 1 represents hydrogen;

R 2 represents a linear, branched or cyclic alkyl group having 1 to 8 carbon atoms;

HX is an acid, where X is an inorganic or organic acid radical;

a is 0 or 1;

b is 0 or 1;

u is an integer greater than or equal to 2;

u′ is greater than or equal to 1;

z is greater than or equal to 0;

(u +u′) is greater than or equal to 2; and

the composition is essentially free of diluents and releases essentially no alcohol during a crosslinking.

2. The composition according to claim 1 , wherein:

the aminoalkyl-functional alkoxysilane is defined by formula (I):

(R 1 O) 3−a−b (R 2 ) a Si(B) 1+b   (I);

B independently represents a group of formula (II):

—(CH 2 ) c —[(NH)(CH 2 ) d ] e [(NH)](CH 2 ) f ] g NH (2−h) R 3 h   (II),

R 1 are each independently a linear, branched or cyclic alkyl group having 1 to 8 carbon atoms,

R 2 are each independently a linear, branched or cyclic alkyl group having 1 to 8 carbon atoms,

R 3 are each independently a linear, branched or cyclic alkyl, aryl or alkylaryl group having 1 to 8 carbon atoms,

a is 0 or 1,

b is 0, 1 or 2,

c is 1, 2, 3, 4, 5 or 6,

d is 1, 2, 3, 4, 5 or 6,

e is 0, 1, 2, 3, 4, 5 or 6,

f is 1, 2, 3, 4, 5 or 6,

g is 0, 1, 2, 3, 4, 5 and 6, and

h is independently 0 or 1,

or

B is of formula (III):

—(CH 2 ) j —NH 2−p (CH 2 —CH 2 —NH 2 ) p   (III),

j is 1, 2 or 3, and

p is 0, 1 or 2.

3. The composition according to claim 1 , wherein:

the acrylic anhydride is of formula (IV):

(CHR 5 ═CR 4 CO) 2 O  (IV);

R 4 are each independently a hydrogen atom or a methyl group; and

R 5 are each independently a hydrogen atom or a methyl group.

4. An article, comprising the composition according to claim 1 , wherein the article is selected from the group consisting of an adhesion promoter, a dental impression compound, a polymer additive, an adhesive, a sealant, and a fiber composite material.

5. The composition according to claim 1 , wherein C is selected from the group consisting of

—(CH 2 ) c —[(NH)(CH 2 ) d ] e [(NH)](CH 2 ) f ] g NH (1−h) R 3 h —(CO)CR 4 ═CHR 5 ,

—(CH 2 ) j —NH(CH 2 —CH 2 —NH)—(CO)CR 4 ═CHR 5 , and

—(CH 2 ) j —NH 2−p (CH 2 —CH 2 —NH—(CO)CR 4 ═CHR 5 ) p ,

wherein:

c 1, 2, 3, 4, 5 or 6;

d 1, 2, 3, 4, 5 or 6;

e 0, 1, 2, 3, 4, 5 or 6;

f 1, 2, 3, 4, 5 or 6;

g 0, 1, 2, 3, 4, 5 or 6;

h 0 or 1;

j 1, 2 or 3;

p 0, 1 or 2;

R 3 is a linear, branched or cyclic alkyl, aryl or alkylaryl group having 1 to 8 carbon atoms; and

R 5 a hydrogen atom or a methyl group.