Functionalized hydroxysilanes, silylated polyurethanes, and compositions comprising same

1. A compound of formula (I):

wherein:

R 1 , R 2 , R 3 and R 4 are each, independently of each other, chosen from the group consisting of: H; a linear or branched alkyl group comprising from 1 to 20 carbon atoms; and a group —C(O)—X—R 9 wherein:

X represents an oxygen atom or a radical NR 10 ;

R 9 is chosen from the group consisting of a linear or branched, aliphatic or cyclic alkyl group comprising from 1 to 60 carbon atoms, said alkyl group possibly being interrupted with one or more heteroatoms chosen from O and S, said alkyl group possibly comprising one or more unsaturations; an aryl group comprising from 6 to 24 carbon atoms; and an arylalkyl group in which the alkyl group comprises from 1 to 12 carbon atoms;

R 10 is chosen from the group consisting of: a hydrogen atom, a linear or branched, aliphatic or cyclic alkyl group comprising from 1 to 60 carbon atoms, said alkyl group possibly being interrupted with one or more heteroatoms chosen from O and S, said alkyl group possibly comprising one or more unsaturations; an aryl group comprising from 6 to 24 carbon atoms; and an arylalkyl group in which the alkyl group comprises from 1 to 12 carbon atoms;

R 5 represents a hydrogen atom, a linear or branched, cyclic or aliphatic alkyl radical comprising from 1 to 20 carbon atoms, or a radical —R 6 —SiR 7 p (OR 8 ) 3−p ;

R 6 represents a linear or branched, cyclic or aliphatic alkylene radical comprising from 1 to 12 carbon atoms;

R 7 represents a linear or branched, cyclic or aliphatic alkyl radical comprising from 1 to 12 carbon atoms;

each R 8 represents, independently of each other, a linear or branched, cyclic or aliphatic alkyl radical comprising from 1 to 12 carbon atoms; or two radicals R 8 may together form a ring comprising from 3 to 12 carbon atoms; and

p represents 0, 1 or 2;

wherein a radical from among the radicals R 1 , R 2 , R 3 or R 4 represents a group —C(O)—X—R 9 .

2. The compound as claimed in claim 1 , having the formula (I-1) below:

wherein R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and p are as defined in claim 1 , a radical from among R 3 and R 4 representing a group —C(O)—X—R 9 , X and R 9 being as defined in claim 1 .

3. The compound as claimed in claim 2 , wherein the compound is selected from the group consisting of:

compounds of formula (I-1-A) wherein a radical from among R 3 and R 4 represents a group —C(O)—O—R 9 ; and

compounds of formula (I-1-B) wherein a radical from among R 3 and R 4 represents a group —C(O)—N(R 10 )R 9 .

4. The compound as claimed in claim 1 , having the formula (I-2) below:

wherein R 1 , R 2 , R 5 , R 6 , R 7 , R 8 and p are as defined in claim 1 , a radical from among R 1 and R 2 representing a group —C(O)—X—R 9 , X and R 9 being as defined in claim 1 .

5. The compound as claimed in claim 4 , wherein the compound is selected from the group consisting of:

compounds of formula (I-2-A) wherein a radical from among R 1 and R 2 represents a group —C(O)—O—R 9 ; and

compounds of formula (I-2-B) wherein a radical from among R 1 and R 2 represents a group —C(O)—N(R 10 )R 9 .

6. The compound as claimed in claim 1 , having the formula (I-3) below:

wherein R 5 , R 6 , R 7 , R 8 , X, R 9 and p are as defined in claim 1 .

7. The compound as claimed in claim 1 , having the formula (I-4) below:

wherein R 5 , R 6 , R 7 , R 8 , X, R 9 and p are as defined in claim 1 .

8. The compound as claimed in claim 1 , wherein:

p=0; and/or

R 8 =methyl; and/or

R 6 =propylene; and/or

R 5 =H or butyl.

9. The compound as claimed in claim 1 , wherein R 9 represents a linear or branched, aliphatic or cyclic alkyl group comprising from 1 to 60 carbon atoms, said alkyl group possibly being interrupted with one or more heteroatoms chosen from O and S, said alkyl group possibly comprising one or more unsaturations.

10. The compound as claimed in claim 1 , wherein R 10 represents a linear or branched, aliphatic or cyclic alkyl group comprising from 1 to 60 carbon atoms, said alkyl group possibly being interrupted with one or more heteroatoms chosen from O and S, said alkyl group possibly comprising one or more unsaturations.

11. The compound as claimed in claim 1 , selected from the group consisting of the following compounds:

12. A process for preparing the compound of formula (I) as defined in claim 1 , comprising reacting a compound of formula (II) with a compound of formula (III),

wherein formula (II) is defined as:

wherein R 5 , R 6 , R 7 , R 8 and p are as defined in claim 1 ; and

formula (III) is defined as:

wherein R 1 , R 2 , R 3 and R 4 areas defined in claim 1 , a radical from among the radicals R 1 , R 2 , R 3 and R 4 representing a group —C(O)—X—R 9 with X and R 9 being as defined in claim 1 .

13. A composition C comprising two different compounds of formula (I) as defined in claim 1 .

14. The composition C as claimed in claim 13 , comprising:

a compound of formula (I-3):

and

a compound of formula (I-4):

15. A process for manufacturing a polyurethane P comprising reacting:

at least one compound(s) of formula (I) as defined in claim 1 , and

a prepolymer of formula (IV) below:

B NCO] t    (IV),

wherein t represents an integer or non-integer number ranging from 2 to 4, and B represents a multivalent organic radical.

16. The process of claim 15 , further comprising:

E1) the preparation of a polyurethane prepolymer bearing —NCO end groups of formula (IV) as defined in claim 15 , via a polyaddition reaction:

iii) of at least one polyisocyanate;

iv) with at least one polyol;

in amounts such that the NCO/OH mole ratio (r1) is strictly greater than 1; and

E2) reaction of the product formed on conclusion of step E1) with at least one, compound(s) of formula (I), in amounts such that the NCO/OH mole ratio (r2) is between 1.3 and 5.

17. A polyurethane P′ having the formula (V) below:

wherein:

t represents an integer or non-integer number ranging from 2 to 4, and B represents a multivalent organic radical; and

R 1 , R 2 , R 3 , R 4 , R 9 , R 5 , R 6 , R 7 , R 8 , R 9 , X and p are as defined in claim 1 .

18. The polyurethane P′ as claimed in claim 17 , having one of the formulae (VII), (VIII) or (IX) below:

19. A formulation comprising at least one polyurethane P as claimed in claim 15 and at least one additive chosen from the group consisting of catalysts, fillers, antioxidants, light stabilizers/UV absorbers, metal deactivators, antistatics, foaming agents, biocides, plasticizers, lubricants, emulsifiers, dyes, pigments, rheological agents, impact modifiers, adhesion promoters, optical brighteners, flame retardants, anti-sweating agents, nucleating agents, solvents, reactive diluents and mixtures thereof.

20. A formulation comprising at least one polyurethane P′ as claimed in claim 17 and at least one additive chosen from the group consisting of catalysts, fillers, antioxidants, light stabilizers/UV absorbers, metal deactivators, antistatics, foaming agents, biocides, plasticizers, lubricants, emulsifiers, dyes, pigments, rheological agents, impact modifiers, adhesion promoters, optical brighteners, flame retardants, anti-sweating agents, nucleating agents, solvents, reactive diluents and mixtures thereof.