IP Library Granted Patent US 8,729,207
Granted Patent B2
US 8,729,207 · App. 13/177,867 · Granted May 20, 2014

Types of polyester-modified organopolysiloxanes

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Quick Facts
Patent No.
US 8,729,207
App. No.
13/177,867
Granted
May 20, 2014
Kind
B2
Abstract

The invention relates to new types of polyester-polysiloxane block copolymers, to processes for their preparation and to their use.

Claims (98)

1. Polyester-polysiloxane copolymers characterized in that a trimethylcaprolactone is used for building up the polyester block and are compounds of the general formula (I)

M 2+f+2g-a-b M′ a M″ b D c D′ d D″ e T f Q g   formula (I)

where

M=(R 1 3 SiO 1/2 ),

M′=(R 1 2 R 2 SiO 1/2 ),

M″=(R 1 2 R 3 SiO 1/2 ),

D=(R 1 2 SiO 2/2 ),

D′=(R 1 R 2 SiO 2/2 ),

D″=(R 1 R 3 SiO 2/2 ),

T=(R 1 SiO 3/2 ) and

Q=(SiO 4/2 );

where

a=0 to 10,

b=0 to 15,

c=0 to 350,

d=0 to 50,

e=0 to 100,

f=0 to 12,

g=0 to 8,

with the proviso that

b+e≧1

where

R 1 =independently of the others, identical or different linear or branched, optionally aromatic hydrocarbon radicals having 1 to 30 carbon atoms, which optionally carry hydroxyl or ester functions,

R 2 =independently of the others, identical or different polyether radicals, or those radicals of the formula (II)

and

R 3 =independently of the others, identical or different radicals of the general formulae (IIIa) or (IIIb)

-A(BC) k   formula (IIIa),

-A(B′C′) k   formula (IIIb),

where

C=independently of the others, identical or different polyester radicals of the formula (IV)

B=independently of the others, identical or different divalent heteroatom groups;

A=independently of the others and identical or different, a (k+1)-valent organic radical;

C′=independently of the others, identical or different polyester radicals of the formula (V)

B′=independently of the others, identical or different divalent radicals containing carbonyl groups,

where

X=independently of the others and identical or different, O or NH, preferably oxygen O,

R 4 is a linear or branched alkyl radicals having 1 to 16 carbon atoms or hydrogen,

R 5 , R 7 =independently of one another, identical or different alkyl or aryl radicals,

R 6 =independently of the others, identical or different, optionally branched alkyl radicals or an acyl radical,

R 8 , R 11 =independently of one another, identical or different linear or branched alkyl radicals having 1 to 16 carbon atoms or hydrogen, preferably methyl or hydrogen, in particular hydrogen, and

and

h=0 to 22,

i=0 to 50,

j=0 to 50,

k=1 to 3,

l=0 to 50,

m=0 to 50,

n, o, s, t=0 to 50,

p, u=1 to 4,

q, v=0 to 50,

with the proviso that

n+o≧2 or s+t≧2.

2. Polyester-polysiloxane copolymers according to claim 1 , formula (I) wherein n+o is greater than q and wherein s+t is greater than v.

3. Polyester-polysiloxane copolymers according to claim 1 , characterized in that f+g≧1 and b≧3.

4. Polyester-polysiloxane copolymers according to at least one of claims 1 to 3 where d is ≧2.

5. A process for the preparation of polyester-polysiloxane copolymers according to claim 1 , characterized in that OH-, NRH- or COOH-functional silicone macroinitiators are reacted with trimethylcaprolactone to give polyester-polysiloxane block copolymers of the formula (I) with the help of catalysts.

6. The process of claim 5 characterized in that the catalyst used is methylaluminoxane MAO or bismuth(III) triflate.

7. Compositions comprising polyester-polysiloxane copolymers according to at least one of claims 1 to 3 .

8. Polyester-polysiloxane copolymers according to claim 1 , characterized in that

R 1 is methyl or phenyl;

B is a radical of the group —O—, —NH— or —NR 14 —

wherein

R 14 =independently of the others, identical or different linear or branched alkyl radicals having 1 to 16 carbon atoms;

A is a radical selected from the group consisting of

wherein

R 9 , R 10 =independently of one another, identical or different linear or branched alkyl radicals having 1 to 16 carbon atoms or hydrogen,

r=0 to 22;

B′ is a radical selected from the groups consisting of

wherein,

X=independently of the others and identical or different, O or NH;

R 12 , R 13 =independently of one another, identical or different linear or branched alkyl radicals having 1 to 16 carbon atoms or hydrogen;

w=1 to 5; and

x=1 to 4;

R 4 is methyl or hydrogen,

R 5 , R 7 =independently of one another, identical or different, is methyl, ethyl or phenyl;

R 6 =independently of the others, identical or different, is methyl or acetyl;

R 8 , R 11 =independently of one another, identical or different, is methyl or hydrogen;

h=0 to 9,

i=0 to 30,

j=0 to 30,

k=1 to 2,

l=0 to 30,

m=0 to 30,

n, o, s, t=1 to 30,

p, u=2 to 3,

q, v=0 to 30.

9. Polyester-polysiloxane copolymers according to claim 8 , characterized in that

R 9 , R 10 =independently of one another, identical or different, is methyl or hydrogen,

R 12 , R 13 =independently of one another, identical or different, is methyl or hydrogen;

R 14 =is methyl;

X is oxygen;

r=1 to 9,

w=1 to 3 and

x=1 to 3.

10. Polyester-polysiloxane copolymers according to claim 9 , wherein X═O and 1 is ≧3.

11. A method of improving the formulatability of a formulation containing a polyester-polysiloxane copolymer which comprises adding the polyester-polysiloxane copolymers of claim 1 during formation of the formulation.

12. The method of claim 11 , wherein the formulation is cosmetic, dermatalogical, pharmaceutical, dispersed-solids containing care, cleaning composition, agricultural, paint or plastic.

13. Polyester-polysiloxane copolymers according to claim 1 comprising at least three polysubstituted lactone monomer units.

Assignments (1)
MERGER Recorded Feb 26, 2014
From: EVONIK GOLDSCHMIDT GMBH
To: EVONIK DEGUSSA GMBH
Reel/Frame 032335/0326 →