High softening temperature synthetic alkylsilicone wax
View Patent ↗A method for making high softening point linear and cyclic alkylsilicone waxes includes reacting a C30+ alpha olefin wax with a silicone hydride polymer in the presence of a catalyst. The high softening point linear and cyclic alkylsilicone waxes have softening points approximating those of natural waxes and, in consequence, can be used in applications which traditionally employ natural waxes.
1. A method for making a high softening point linear alkylsilicone wax having the Formula (I)
Me 3 SiO(RMeSiO) x (Me 2 SiO) y SiMe 3 Formula (I)
wherein R is
H 3 C—(CH 2 ) z
z=an average of 34.7 and the olefin wax has a C 30+ fraction of at least 92 wt. %,
x=1 to 1000,
y=0 to 1000, and
Me is CH 3
comprising the step of hydrosilylating an olefin wax having the Formula (III)
H 2 C═CH—(CH 2 )n—CH 3 Formula (III)
wherein n is an average of 32.7 with a siloxane hydride polymer in the presence of a catalyst.
2. The method of claim 1 , wherein the siloxane hydride polymer is of the Formula (IV)
Me 3 SiO(HMeSiO) x (Me 2 SiO) y SiMe 3 Formula (IV)
wherein x and y are as defined in claim 1 .
3. The method of claim 2 , wherein x is between 1 and 100.
4. The method of claim 2 , wherein y is less than 200.
5. The method of claim 1 , wherein the catalyst is selected from the group consisting of [(ViMeSiO) 4 ] 3 Pt [(ViMeSiO) 4 ] x Pt and [(ViMe 2 Si) 2 O]3Pt2, wherein Vi is a vinyl moiety and Me is CH 3 .
6. The method of claim 1 , wherein the catalyst is selected from the group consisting of platinum, palladium, rhodium, and an inorganic, organic or organosilicone complex thereof.
7. A method for making a high softening point linear alkylsilicone wax having the formula (I)
Me 3 SiO(RMeSiO) x (Me 2 SiO) y SiMe 3 Formula (I)
wherein R is
H 3 C—(CH 2 ) z
z=an average of 34.7,
x=1 to 1000,
y=0 to 1000, and
Me is CH 3
comprising the step of hydrosilylating an olefin wax having the formula (III)
H 2 C═CH—(CH 2 )n—CH 3 Formula (III)
wherein n is an average of 32.7
with a siloxane hydride polymer in the presence of a catalyst.
8. A formulation comprising a high softening point linear alkylsilicone wax of Formula (I) made in accordance with the method of claim 1 .
9. The formulation of claim 8 , wherein the formulation is selected from the group consisting of polishing formulations, personal care formulations, cosmetic formulations, electric insulating formulations and paint remover formulations.
10. A method for making a high softening point cyclic alkylsilicone wax having the Formula (II)
wherein R is
H 3 C—(CH 2 ) z
z=an average of 34.7 and the olefin wax has a C 30+ fraction of at least 92 wt. %
a=1 to 20,
b=0 to 20,
a+b ranges from 3 to 6, and
Me is CH 3
comprising the step of hydrosilylating an olefin wax having the Formula (III)
H 2 C═CH—(CH 2 )n—CH 3 Formula (III)
wherein n is an average of 32.7 with a siloxane hydride polymer in the presence of a catalyst.
11. The method of claim 10 , wherein the siloxane hydride polymer is of the Formula (V)
wherein a, b and a+b, R and Me are as defined in claim 10 .
12. The method of claim 11 , wherein a is between 1 and 6.
13. The method of claim 11 , wherein b is between 0 and 6.
14. The method of claim 10 , wherein the catalyst is selected from the group consisting of [(ViMeSiO) 4 ] x Pt and [(ViMe 2 Si) 2 O] 3 Pt 2 , wherein Vi is a vinyl moiety and Me is CH 3 .
15. The method of claim 10 , wherein the catalyst is platinum.
16. A formulation comprising a high softening point cyclic alkylsilicone wax of Formula (IV) made in accordance with the method of claim 10 .
17. The formulation of claim 16 , wherein the formulations is selected from the group consisting of polishing formulations, personal care formulations, electric insulating formulations and paint remover formulations.
18. An automotive polish comprising a high softening point linear alkylsilicone wax having the Formula (I):
Me 3 SiO(RMeSiO) x (Me 2 SiO) y SiMe 3 Formula (I)
wherein R is
H 3 C—(CH 2 ) z
z=an average of 34.7 and the olefin wax has a C 30+ fraction of at least 92 wt. %,
x=1 to 1000,
y=0 to 1000, and
Me is CH 3 .
19. The automotive polish of claim 18 , wherein x is between 1 and 100.
20. The automotive polish of claim 18 , wherein y is less than 200.
21. An automotive polish comprising a high softening point cyclic alkylsilicone wax having the Formula (II)
wherein R is
H 3 C—(CH 2 ) z
z=an average of 34.7 and the olefin wax has a C 30+ fraction of at least 92 wt. %,
a=1 to 20,
b=1 to 20,
a+b is less than or equal to 6, and
Me is CH 3 .
22. The automotive polish as recited in claim 21 , wherein a=1 to 6.
23. The automotive polish as recited in claim 21 , wherein b=0 to 6.
24. Carbon paper comprising a high softening point linear alkylsilicone wax of Formula (I) made in accordance with the method of claim 1 .
25. Carbon paper comprising a high softening point linear alkylsilicone wax of Formula (I) made in accordance with the method of claim 1 .
26. A method for making a high softening point cyclic alkylsilicone wax having the Formula (II)
wherein R is
H 3 C—(CH 2 ) z
z=an average of 34.7,
a=1 to 20,
b=0 to 20,
a+b ranges from 3 to 6, and
Me is CH 3
comprising the step of hydrosilylating an olefin wax having the Formula (III)
H 2 C═CH—(CH 2 )n—CH 3 Formula (III)
wherein n is an average of 32.7, with a siloxane hydride polymer in the presence of a catalyst.
27. Carbon paper comprising a high softening point cyclic alkylsilicone wax of Formula (IV) made in accordance with the method of claim 10 .
28. A method for making a high softening point linear alkylsilicone wax having the Formula (I)
Me 3 SiO(RMeSiO) x (Me 2 SiO) y SiMe 3 Formula (I)
wherein R is
H 3 C—(CH 2 ) z
z=an average of 34.7,
x=1 to 1000,
y=0 to 1000, and
Me is CH 3
comprising the step of hydrosilylating an olefin wax, wherein the olefin wax has a minimum wt. % of C 30+ of greater than or equal to 92.0, a maximum wt. % of C 24 of less than 0.1, a maximum wt. % of C 24-28 less than or equal to 8.0, an average wt. % of linear alpha olefin of 83.0, an average wt. % of linear internal olefins of 3.0 and an average wt. % of branched olefins of 14,
with siloxane hydride polymer in the presence of a catalyst.
29. A formulation comprising a high softening point linear alkylsilicone wax of Formula (I) made in accordance with the method of claim 28 .
30. The formulation of claim 29 , wherein the formulation is selected from the group consisting of polishing formulations, personal care formulations, cosmetic formulations, electric insulating formulations and paint remover formulations.
31. Carbon paper comprising a high softening point linear alkylsilicone wax of Formula (I) made in accordance with the method of claim 28 .
32. An automotive polish comprising a high softening point linear alkylsilicone wax of Formula (I) made in accordance with the method of claim 28 .