Certain silicone polyethers, methods for making them and uses
View Patent ↗There are disclosed silicone polyether compositions, methods for making them and their uses. The compositions are based on polyethers initiated by non-isomerizing alkenyl or alkynyl alcohols.
1. A silicone based polyether comprising a monovalent group, R, with R having an average formula:
wherein, Z is bonded to Si and -Z- is —CH 2 CH 2 — or —CH═CH—;
whenever -Z- is —CH 2 CH 2 —
R1 and R2 are independently alkyl, phenyl, an alkyl substituted phenyl, a phenyl substituted alkyl, or one of the four latter groups substituted by one or more of halogen, NO 2, or amine group, or
whenever -Z- is —CH═CH—
R1 and R2 are independently H, halogen, NO 2, an amine group, alkyl, phenyl, an alkyl substituted phenyl, a phenyl substituted alkyl, or one of the four latter groups substituted by one or more of halogen, NO 2, or amine group, and
regardless of choice of -Z-
R1 and R2 may be independently aldehyde, keto or ester functional;
R3 is a divalent hydrocarbon group which may be substituted by one or more of halogen, NO 2 , or amine group, or R3 is a nullity;
R4 is —CH(R5)—CH 2 —, —CH 2 —CH(R5)— or a combination of these;
R5 is H, methyl, ethyl, phenyl or may vary among these within the same molecule in any proportion or order;
with the proviso that when -Z- is —CH 2 CH 2 —, R1 and R2 are free of halogen and nitrogen, and all R5 groups are solely some combination of H and methyl, then —CH 2 CH 2 — groups must make up on average at least 60 percent by weight of the total R4 groups per molecule;
m=3 to 100 with the proviso that the range form is expanded to 1 to 100 whenever -Z- is —CH 2 CH 2 — and the equivalent polydispersity of R is less than 1.4 or whenever R contains halogen, NO 2 , an amine group, or is aldehyde, keto or ester functional;
R6 is H, an alkyl group or
and
R7 an alkyl group,
whereby the equivalent polydispersity of R is less than 1.6, and
wherein at least one of R1, R2 and R3 is chlorine, bromine, chlorine substituted, or bromine substituted.
2. The silicone based polyether according to claim 1 , wherein -Z- is —CH 2 CH 2 —.
3. The silicone based polyether according to claim 1 , wherein -Z- is —CH═CH—.
4. The silicone based polyether according to claim 1 , wherein R5 is all H.
5. The silicone based polyether according to claim 1 , wherein the weight average molecular weight of the silicone based polyether is less than 10,000 and the weight average equivalent weight of R is less than 700.
6. The silicone based polyether according to claim 1 that exists as a liquid at 25 deg C. and 760 mm Hg pressure.
7. The silicone based polyether according to claim 1 , wherein the equivalent polydispersity of R is less than 1.4.
8. The silicone based polyether according to claim 1 , wherein the equivalent polydispersity of R is 1.25 or less.
9. A method for making a silicone based polyether, the method comprising preparing a polyether by a process comprising forming a mixture of an initiator compound having one or one oxyalkylatable groups, at least one alkylene oxide and a metal cyanide catalyst complex and in the absence of a polymerization inhibitor, and subjecting the mixture to conditions sufficient to activate the catalyst complex and to alkoxylate the oxyalkylatable groups of the initiator, wherein the initiator compound contains nonconjugated, carbon-carbon unsaturation that is (a) migratable, (b) adjacent to a hydroxyl-substituted tertiary carbon atom, or (c) both (a) and (b); and wherein the polyethers so prepared have an average molecular weight of up to 6000: and hydrosilylating the polyether with a silicone containing an SiH group.
10. The method of claim 9 , wherein U contains chlorine, bromine, NO 2 , or an amine group.