Polyalkylene oxide asymmetric siloxane
View Patent ↗An asymmetric siloxane is made by reacting a silicone having the formula M H D x M′ H where M H is R 1 R 2 HSiO 1/2 , M′ H is R 4 R 5 HSiO 1/2 and x is an integer 0≦x≦10 under selective hydrosilylation conditions in the presence of a precious metal hydrosilylation catalyst, with a first olefinic compound and in a second step, a monohydridosiloxane produced in the first step is reacted under hydrosilylating conditions with another olefinic compound different from the first olefinic compound.
1. An asymmetric siloxane, comprising:
asymmetric MD x M′ where M=R 1 R 2 R 3 SiO 1/2 and M′=R 4 R 5 R 6 SiO 1/2 ; wherein D=(R) 2 SiO, R is a hydrocarbon radical, and x is an integer 0≦x≦10; each of R 1 , R 2 , R 4 and R 5 is a same or different hydrocarbon radical, alkoxy radical or alkenyloxy radical, R 3 is an ethylene linked silane radical and R 6 is a polyalkylene oxide radical.
2. The asymmetric siloxane of claim 1 , wherein at least one of R 1 , R 2 , R 4 and R 5 is C 1 to C 12 alkyl radical.
3. The asymmetric siloxane of claim 1 , wherein each of R 1 , R 2 , R 4 and R 5 is a same or different C 1 to C 12 alkyl radical.
4. The asymmetric siloxane of claim 1 , wherein at least one of R 1 , R 2 , R 4 and R 5 is a C 1 to C 12 alkyl radical selected from the group consisting of methyl, ethyl, propyl, butyl, isopentyl, n-hexyl and decyl.
5. The asymmetric siloxane of claim 1 , wherein each of R 1 , R 2 , R 4 and R 5 is a radical-selected from the group consisting of methyl, ethyl, propyl, butyl, isopentyl, n-hexyl and decyl.
6. The asymmetric siloxane of claim 1 , wherein each of R 2 , R 4 and R 5 is a cycloaliphatic radical containing 5 to 12 carbon atoms, an arylalkyl radical or an aryl radical.
7. The asymmetric siloxane of claim 1 , wherein at least one of R 1 , R 2 , R 4 and R 5 is a cycloaliphatic radical containing 5 to 12 carbon atoms, an arylalkyl radical or an aryl radical.
8. The asymmetric siloxane of claim 1 , wherein each of R 1 , R 2 , R 4 and R 5 is a radical selected from the group consisting of cyclohexyl, cyclooctyl, phenylethyl, tolyl and xylyl.
9. The asymmetric siloxane of claim 1 , wherein at least one of R 1 , R 2 , R 4 and R 5 is a cycloaliphatic radical selected from the group consisting of cyclohexyl, cyclooctyl, phenylethyl, tolyl and xylyl.
10. The asymmetric siloxane of claim 1 , wherein each of R 1 , R 2 , R 4 and R 5 is a C 1 to C 12 alkoxy radical.
11. The asymmetric siloxane of claim 1 , wherein at least one of R 1 , R 2 , R 4 and R 5 is a C 1 to C 12 alkoxy radical.
12. The asymmetric siloxane of claim 1 , wherein each of R 1 , R 2 , R 4 and R 5 is a C 1 to C o alkoxy radical selected from the group consisting of methoxy, ethoxy, propoxy, butoxy and decyloxy.
13. The asymmetric siloxane of claim 1 , wherein at least one of R 1 , R 2 , R 4 and R 5 is a C 1 to C 12 alkoxy radical selected from the group consisting of methoxy, ethoxy, propoxy, butoxy and decyloxy.
14. The asymmetric siloxane of claim 1 , wherein R 6 is a CH 3 (OCH 2 CH 2 ) a (CH 2 CH(CH 3 )O) b —CH 2 CH 2 CH 2 — radical in which the subscripts a and b can vary from 0 to about 200 and a+b>0.
15. The asymmetric siloxane of claim 1 , wherein each of R 1 , R 2 , R 4 and R 5 is methyl.
16. The asymmetric siloxane of claim 1 , wherein at least one of R 1 , R 2 , R 4 and R 5 is methyl.
17. The asymmetric siloxane of claim 1 , wherein x=0 (MM′).
18. The asymmetric siloxane of claim 1 , wherein R 6 is a polyalkylene oxide radical of the general formula:
R 15 (C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c R 16
where R 15 is a divalent linear or branched hydrocarbon radical having the structure —CH 2 —CH(R 13 )(R 12 ) d O— where R 13 is H or methyl; R 12 is a divalent alkyl radical of 1 to 6 carbons where the subscript d may be 0 or 1; R 16 is selected from the group consisting of H, monovalent hydrocarbon radicals of from 1 to 6 carbon atoms and acetyl where the subscripts a, b and c are zero or positive and satisfy the relationships 2≦a+b+c≦20 with a ≧2.
19. The asymmetric siloxane of claim 1 , wherein the R 3 ethylene linked silane radical is trimethylsilane, triethylsilane, dimethyl-tert-butoxysilane, dimethylisopropoxysilane, tris-(trimethylsiloxy)silane, methyl-bis-(tert-butoxy)silane and or tris-(tert-butoxy)silane.