Silicone-polyether copolymer, method of preparing same, and sealant comprising same

Patent metadata

Field	Value
Publication number	US-10676568-B2
Application number	US-201816626386-A
Country	US
Kind code	B2
Filing date	Jun 26, 2018
Priority date	Jun 26, 2017
Publication date	Jun 9, 2020
Grant date	Jun 9, 2020

Abstract

A silicone-polyether copolymer has the formula X g —Y, where each X is an independently selected silicone moiety having a particular structure, Y is a linear or branched polyether moiety, and subscript g is on average more than 1. A method of preparing the silicone-polyether copolymer comprising reacting a polyether compound and an organosilicon compound in the presence of a hydrosilylation-reaction catalyst. A sealant is also disclosed, the sealant comprising the silicone-polyether copolymer and a condensation-reaction catalyst.

First claim

What is claimed is:

1. A silicone-polyether copolymer having the formula X g —Y,
wherein Y is a linear or branched polyether moiety; and
each X is an independently selected silicone moiety having one of formulas (I)-(III):

wherein subscript g is on average greater than 1; each R 1 is an independently selected substituted or unsubstituted hydrocarbyl group having from 1 to 18 carbon atoms; each R 2 is an independently selected substituted or unsubstituted hydrocarbyl group having from 1 to 18 carbon atoms; each D 1 is an independently selected divalent hydrocarbon group having from 2 to 18 carbon atoms; each subscript a is independently 0 or 1; subscript f is 0 or 1; subscript t is ≥0; and subscript u is >0.

2. The silicone-polyether copolymer of claim 1 , wherein the polyether moiety Y has the formula
-D 2 -O—(C n H 2n O) w -D 2 -,

where each D 2 is an independently selected divalent group having from 2 to 6 carbon atoms, subscript n is independently selected from 2 to 4 in each moiety indicated by subscript w, and subscript w is from 1 to 2,000.

3. The silicone-polyether copolymer of claim 1 , wherein:
(i) the polyether moiety Y has the formula
-D 2 -O—(C 2 H 4 O) x (C 3 H 6 O) y (C 4 H 8 O) z -D 2 -,

where each D 2 is an independently selected divalent group having from 2 to 5 carbon atoms, subscript x is from 0 to 1,999, subscript y is from 1 to 2,000, and subscript z is from 0 to 1,999, and where units indicated by subscripts x, y and z may be in randomized or block form in the polyether moiety Y;

(ii) the polyether moiety Y has a number average molecular weight of at least about 100; or
(iii) both (i) and (ii).

4. The silicone-polyether copolymer of claim 1 , wherein:
(i) each R 1 is methyl;
(ii) each R 2 is propyl;
(iii) each subscript a is 0;
(iv) each D 1 is C 2 H 4 ; or
(v) any combination of (i) to (iv).

5. The silicone-polyether copolymer of claim 1 , wherein:
(i) the polyether moiety Y is trivalent or tetravalent;
(ii) the polyether moiety Y includes at least one structural unit derived from a trihydroxyl compound and/or a tetrahydroxyl compound; or
(iii) both (i) and (ii).

6. A method of preparing a silicone-polyether copolymer, said method comprising:
reacting a polyether compound having an average of greater than one terminal unsaturated group and an organosilicon compound in the presence of a hydrosilylation catalyst to give the silicone-polyether copolymer;
wherein the silicon-polyether copolymer is according to claim 1 .

7. The method of claim 6 , wherein the polyether compound has the formula)
R 3 —O—(C n′ H 2n′ O) w′ R 3 ,

where each R 3 is an unsaturated group having from 2 to 6 carbon atoms, each n′ is independently selected from 2 to 4 in each moiety indicated by subscript w′, and subscript w′ is from 1 to 2,000.

8. The method of claim 6 , wherein:
(i) the polyether compound has the formula
R 3 —O—(C 2 H 4 O) x (C 3 H 6 O) y (C 4 H 8 O) z —R 3 ,

where each R 3 is an unsaturated group having from 2 to 6 carbon atoms, subscript x is from 0 to 1,999, subscript y is from 1 to 2,000, and subscript z is from 0 to 1,999, and where units indicated by subscripts x, y and z may be in randomized or block form in the polyether compound;

(ii) the polyether compound has a number average molecular weight of at least about 100; or
(iii) both (i) and (ii).

9. The method of claim 6 , wherein the organosilicon compound is an organohydrogensiloxane compound having one of formulas (IV)-(VI):

where each R 1 , R 2 , D 1 , subscript a, subscript f, subscript t, and subscript u are as defined above.

10. The method of claim 9 , wherein:
(i) each R 1 is methyl;
(ii) R 2 is propyl;
(iii) each subscript a is 0;
(iv) each D 1 is C 2 H 4 ; or
(v) any combination of (i) to (iv).

11. A silicone-polyether copolymer prepared in accordance with the method of claim 6 .

12. A sealant, comprising:
a silicone-polyether copolymer; and
a condensation reaction catalyst;
wherein the silicone-polyether copolymer is according to claim 1 .

13. The sealant of claim 12 , further comprising: (i) a filler; (ii) a filler treating agent; (iii) a cross-linker; (iv) a surface modifier, (v) a drying agent; (vi) an extender; (vii) a biocide; (viii) a flame retardant; (ix) a plasticizer; (x) an end-blocker; (xi) a binder; (xii) an anti-aging additive; (xiii) a water release agent; (xiv) a pigment; (xv) a rheology modifier; (xvi) a carrier; (xvii) a tackifying agent; (xviii) a corrosion inhibitor; (xvix) a catalyst inhibitor; (xx) an adhesion promoter; (xxi) a viscosity modifier; (xxii) a UV absorber; (xxiii) an anti-oxidant; (xxiv) a light-stabilizer; or (xxv) a combination of (i)-(xxiv).

14. The sealant of claim 13 , wherein the sealant comprises the filler, the cross-linker, the extender, the plasticizer, and the adhesion promoter.

15. A cured product of the sealant of claim 12 .

16. A composite article comprising a substrate and the cured product of claim 15 disposed on the substrate.

17. A method of preparing a composite article, said method comprising:
disposing a sealant on a substrate; and
curing the sealant to give a cured product on the substrate, thereby forming the composite article;
wherein the sealant is according to claim 12 .

18. A method of sealing a space defined between two elements, said method comprising:
applying a sealant to the space; and
curing the sealant in the space, thereby sealing the space;
wherein the sealant is according to claim 12 .

Assignees

• Dow Silicones Corp
• Dow Global Technologies Llc

Inventors

• Grasmann Martin
• Hagan David
• Harkness Brian
• Heath William H
• Hlinka Ii Stephen Michael
• Joffre Eric
• Johnson William
• Krishnan Bindu
• Young Jeanette
• Zhu Bizhong

Classifications

• C08G65/34

  from hydroxy compounds or their metallic derivatives {(C08G65/26 takes precedence)} · CPC title

• C08G77/12

  containing silicon bound to hydrogen · CPC title

• C08G65/336 Primary

  containing silicon · CPC title

• C08G2190/00

  Compositions for sealing or packing joints · CPC title

• C08G77/18

  to alkoxy or aryloxy groups · CPC title