BRPI0619513A2 - composition to separate mixtures - Google Patents

Abstract

COMPOSITION TO SEPARATE MIXTURES. Therefore, a composition is provided here in a specific embodiment comprising: a) at least one silicone, surfactant, and where silicone of the silicone surfactant (a) has the general structure: M ^ 1 ^ ã ~ M ^ 2 ^ ~ b ~ D ^ 1 ^ ~ c ~ D ^ 2 ^ ~ d ~ T ^ 1 ^ ~ e ~ T ^ 2 ^ ~ f ~ Q ~ g ~ e: (I) e, b) a mixture comprising an aqueous phase, a solid charge phase and optionally an oil phase which is substantially insoluble in said aqueous phase.

Description

"COMPOSITION TO SEPARATE MIXES"

BACKGROUND OF THE INVENTION

Field of the Invention

The present disclosure relates to compositions for separating mixtures containing different phases.

Previous Technology Description

Aqueous and / or oil based mixtures are found in various commercial industries. Separation of these mixtures is often necessary to allow reuse of various components in the mixtures or for proper treatment prior to disposal of the components of the separate mixture. Mixtures may be separated by various means including mechanical, thermal and chemical. Mechanical separation of mixtures may generally result in at least partial separation of aqueous and / or oil phases that may be present in the mixture, but when these phases are present in the form of an emulsion, mechanical separation is often not adequate to provide a desirable degree of separation. Various chemical media have been provided for separation of emulsification phase mixtures, but several industries require even higher levels of separation - which until then have not been adequately supplied by conventional chemical means.

BRIEF DESCRIPTION OF THE INVENTION

The present inventors have unexpectedly revealed that greatly improved mixture separation can be provided by the direct use of compositions comprising silicone surfactants and the mixture, which is to be separated.

Therefore, there is provided herein. In a specific embodiment, a composition comprising:

a) at least one silicone surfactant and where silicone surfactant silicone (a) has the general structure of:

M1a M2bD1cD2dT1eT2fQg; Where

M1 = R1R2R3SiO1 / 2;

M2 = R4R5R6SiO1 / 2;

D1 = R7 R8 SiO2 / 2;

D 2 = R 9 R 10 SiO 2/2;

T1 = R11 SiO3 / 2;

T2 = R12 SiO3 / 2;

Q = SiO4 / 2

where R1, R2, R3, R5, R6, R7, R8, R10 and R11 are each independently selected from the group consisting of monovalent hydrocarbon radicals containing one to twenty carbon atoms, hydrogen, CH and OR13, where

R13 is a hydrocarbon group containing from 1 to about 4 carbon atoms,

R4, R9 and R12 are independently hydrophilic organic groups, and

where subscripts a, b, c, d, e, f and g are zero or positive integers for molecules subject to the following limitations: (a + b) is equal to either

(2 + e + f + 2g) as (e + f + 2g), b + d + f ≥ 1, and, <(a + b + c + d + e + f + g)> 100; and, b) a mixture comprising an aqueous phase, a solid loading phase and optionally an oil phase which is substantially insoluble in said aqueous phase.

BRIEF DESCRIPTION OF DRAWINGS

Figure 1: Turbiscan Lab instrument transmission and backscatter data at 29 degrees Celsius (cC) for a 2% by weight Service Company-treated drilling mud from Example IOB (Y-17014) based on the sample weight of the perforation (corresponding to up to 1 g silicone with 50 g mud).

DETAILED DESCRIPTION OF THE INVENTION

Applicants have found that, in a specific embodiment, a composition comprising a silicone surfactant and a different phase mixture that can provide better separation of said different phase mixture.

It is to be understood herein that the terms polyorganosiloxane and organopolysiloxane are interchangeable.

It should be understood here that all uses of the term centistokes was measured at 25 degrees celsius.

It should be understood that all specific, more specific and above all specific ranges cited herein encompass all of its sub-ranges.

It is to be understood that the terms wetting and demulsifying agent as used herein may be interchangeable, and silicone surfactant (a) may act as both a wetting agent and / or a demulsifying agent which may act separately, or may act together.

In a specific embodiment herein silicone surfactant may be any commercially available or known silicone surfactant. In another specific embodiment herein, silicone surfactant (a) may be any known or commercially and / or industrially used silicone surfactant that is naturally present or is conventionally added by known and / or conventional methods. In another specific embodiment herein, silicone surfactant silicone (a) has the general structure described above.

In a specific embodiment herein it is to be understood that the components specifically described herein, silicone surfactant (a), the aqueous phase, the solid loading phase and optionally oil phase of the mixture (b) may all contain one or more of the other components. In another specific embodiment herein, any one or more of a component selected from the group consisting of silicone surfactant (a), mixture (b), the aqueous phase of mixture (b), the solid loading phase of mixture ( b), the oil phase of mixture (b), said aqueous phase, solid loading phase and said oil phase including said phases both before and after separation of mixture (b) may comprise two or more with components. same and / or different above described herein.

It is also to be understood herein that the phrases aqueous phase of mixture (b) and / or solid loading phase of mixture (b), and / or oil phase of mixture (b) is the respective aqueous phase and / or . solid charge and / or oil phase present in mixture (b) prior to separation of mixture (b). It is to be understood herein that the aqueous phase of separate mixture (b), and / or the solid loading phase of separate mixture (b), and / or the oil phase of separate mixture (b) is respectively the aqueous phase and / or the solid loading phase and / or oil phase present after the mixture (b) is separated.

In a specific embodiment herein, it is to be understood that R 1, R 2, R 3, R 5, R 6, R 7, R 8, R 10 and R 11 are each independently selected from the group consisting of monovalent hydrocarbon radicals containing one to twenty carbon atoms. hydrogen, OH and OR 13, more specifically methyl, hydrogen, OH and OR 13, even more specifically methyl, OH, methoxy and ethoxy and above all specifically methyl and OH; where R13 is a hydrocarbon group containing from 1 to about 4 carbon atoms; and also as R1, R2, R3, R5, R6, R7, R8, R10 and R11 are described in more detail herein.

In another specific embodiment herein, it is to be understood that R4, R9 and R12 are independently hydrophilic organic groups selected from the group consisting of Z1, Z2, Z3, Z4, Z6, Z8 and Z9 as described herein; and also as R4, R9 and R12 are described in more detail herein.

In yet another specific embodiment herein, it should be understood that 2 ≤ (a + b + c + d + e + f + g) ≤ 100, more specifically, 2 <(a + b + c + d + e + f + g) <75, more specifically, 2 <(a + b + c + d + e + f + g) <50, even more specifically, 2 (a + b + c + d + e + f + g) < 30 and above all specifically, 2 <(a + b + c + d + e + f + g) <20; and also how (a + b + c + d + and + f + g) are described in more detail herein.

In yet another specific embodiment herein, it should be understood that 2 <(a + b + c + d) ^ 100, more specifically, 2 <(a + b + c + d) ^ 75, even more specifically 10, 2 <(a + b + c + d) 50 and even more specifically, 2 <(a + b + c + d) ^ 30 and above all specifically, 2 <(a + b + c + d) ^ 20; and also as (a + b + c + d) are described in more detail herein.

In yet another specific embodiment herein, it is to be understood that a + b is about 2; and also how a + b is described in more detail here.

In yet another specific embodiment herein, it is to be understood that c is specifically from 0 to 10, more specifically from 0 to 8 and above all specifically from 0 to 5; and also as c is described in more detail herein.

In another even more specific embodiment herein, it is to be understood that d is specifically from 1 to 10, more specifically from 1 to about 6, and above all specifically from 1 to 3; and, also as d, is described in more detail herein.

In a more specific embodiment R4, R9 and R12 are independently hydrophilic organic groups selected from the group consisting of Z1, Z2, Z3 and Z8 where,

Z1 is at least one polyoxyalkylene group having the general formula B1O (ChH2hO) nR14 where B1 is an alkylene radical containing from 2 to about 4 carbon atoms, specifically vinyl, allyl and metalyl,

R 14 is specifically a hydrogen atom, or a hydrocarbon radical containing from 1 to about 4 carbon atoms, more specifically where R 14 is CH 3 or H and above all specifically, where R 14 is hydrogen; n is 1 to 100;

h is 2 to 4 which provides at least one polyoxyalkylene group selected from the group consisting of polyoxyethylene, polyoxypropylene, polyoxybutylene and combinations thereof, provided that at least about 10 molar percent of at least one polyoxyalkylene group is polyoxyethylene;

Z2 has the general formula B2 (OH) m

where B2 is a hydrocarbon containing from 2 to about carbon atoms and optionally containing oxygen and / or nitrogen groups, such as non-limiting examples having the general formula

C3H6 O CH2 CHOH CH2OH,

C3H6 O CH2 C (CH2OH) 2 C2H5

C3H6 O CO NH C2H4 OH

CH (CH2OH) C2H4OH

m is sufficient to provide hydrophilicity, specifically m is about 1 to about 20 Z3 is the reaction product of an epoxy adduct such as the non-limiting example of an AGE (allyl glycidyl ether) functional silicone with a primary hydrophilic amine or secondary;

Z8 is at least one polyoxyalkylene group having the general formula:

0 B7 0 (ChH2hO) nR14

wherein B7 is an alkyl bridge containing from 2 to about 12 carbon atoms or an aryl bridge containing from 2 to about 12 carbon atoms;

R 14 is specifically hydrogen or a hydrocarbon radical containing from 1 to about 4 carbon atoms, more specifically where R 14 is CH 3 or H and above all specifically where R 14 is hydrogen;

η is 1 to 100;

h is 2 to 4, which provides at least one polyoxyalkylene group selected from the group consisting of polyoxyethylene, polyoxypropylene, polyoxybutylene and

combinations thereof, provided that at least about 10 weight percent of at least one polyoxyalkylene group is polyoxyethylene; and wherein 2 ^ (a + b + c + d + e + f + g) <100, specifically, 2 <(a + b + c + d + e + f + g) ^ 75, more specifically, ( a + b + c + d + e + f

+ g) ^ 50, even more specifically, 2 ^ (a + b + c + d + e + f + g) ^ 30 and above all specifically, 2 ^ (a + b + c + d + e + f + g) ^ 20.

In another even more specific embodiment silicone surfactant silicone (a) has the general structure of:

M1aM2bD1cD2d

Where

M1 = R1R2R3SiO1 / 2;

M2 = R4R5R6SiO1 / 2;

D 1 = R 7 R 8 SiO 272;

D 2 = R 9 R 10 SiO 2/2;

where R1 has the same definitions as described above and is even more specifically selected from the group consisting of monovalent hydrocarbon radicals containing one to six carbon atoms, hydrogen, OH and OR13, more specifically methyl, hydrogen, OH and OR13, even more specifically. methyl, OH, methoxy and ethoxy and above all specifically methyl and OH, where R 13 is a hydrocarbon group containing from 1 to about 4 carbon atoms, and

R 2, R 3, R 5, R 6, R 7, R 8 and R 10 have the same definitions as described above and even more specifically are each independently selected from the group consisting of monovalent hydrocarbon radicals containing one to six carbon atoms, hydrogen, OH and OR 13 , more specifically methyl, OH, methoxy and ethoxy and above all specifically methyl,

where R13 is a hydrocarbon group containing from 1 to about 4 carbon atoms,

R4 and R9 are independently selected from the group consisting of Z1, Z2, Z3 and Z8 as described above,

where a + b is about 2 and 2 <(a + b + c + d) <75, more specifically, a + b is about 2 and 2 ^ (a + b + c + d) ^ 50 and yet more specifically, a + b is about 2e2 <(a + b + c + d) <30 and above all specifically a + b is about 2 and 2 ^ (a + b + c + d) 20. Still in another specific embodiment the hydrophilic organic groups described above further comprise where R 4, R 9 and R 12 are defined as described above and even more specifically are independently selected from the group consisting of Z 2, Z 4, Z 6 and Z 9 where

Z4 has the general formula B10 (C2H4O) p (C3H6O) qR14

where B1 is an alkylene radical containing from 2 to about 4 carbon atoms, specifically vinyl, allyl and metalyl,

R14 is specifically hydrogen or a hydrocarbon radical containing from 1 to about 4 carbon atoms, more specifically where R14 is CH3 or H and above all specifically where R14 is hydrogen, ρ is 1 to 15, q <10 ep ^ q;

Z6 is selected from the general formula of:

The. B5 (Ob6) s N (R15) 2 or

<formula> formula see original document page 11 </formula>

B.

<formula> formula see original document page 11 </formula> where B5 and B6 are independently hydrocarbon radicals containing from 2 to about 6 carbon atoms, which may optionally contain OH,

s is 0 or 1 and each R15 is independently hydrogen or an alkylene oxide group having the general formula - (CuH2UO) v-R16 where u is 2 to 4 and 10, provided that at least 50 molar percent of the alkylene oxide groups are oxyethylene; R16 is hydrogen, or a hydrocarbon radical containing from 1 to about 4 carbon atoms;

Z7 is both a nitrogen atom and an oxygen atom on the condition that if Z7 is an oxygen atom then w = 0 and if Z7 is a nitrogen atom then w = 1,

R17 is independently selected from an alkylenoxide group having the general formula - (CuH2uO) v -R16 where u is 2 to 4 and ν is 1 to 10, provided that at least about 50 molar percent of the alkylenoxide groups are oxyethylene;

R18 groups are independently selected from the group consisting of hydrogen, OH, a hydrocarbon radical containing from 1 to about 4 carbon atoms and an alkylene oxide group having the general formula - (CuH2UO), -Rt6 where u2a4evele 10, with the proviso, at least 25 molar percent of the alkylene oxide groups are oxyethylene;

Z9 has the general formula 0 B7 0 (C2H4O) ρ (C3H60) q R14 where B7 is an alkyl bridge or an aryl bridge containing from 2 to about 12 carbon atoms, R14 is specifically hydrogen or a hydrocarbon radical containing from 1 to about 4 carbon atoms, more specifically where R14 is CH3 or H and above all specifically where R14 is hydrogen,

ρ = 1 to 15, q ≤ 10, and ρ ≤ q. In another even more specific embodiment silicone surfactant silicone (a) has the general structure of:

M1aM2bD1cD2d

Where

M1 = R1R2R3SiOiz2;

M2 = R4R5R6 SiOiz2;

D1 = R7 R8 SiO2 Z2;

D 2 = R 9 R 10 SiO 2 Z 2;

D 2 = R 9 R 10 SiO 2 Z 2;

where R1 has the same definitions as described above and is even more specifically selected from the group consisting of monovalent hydrocarbon radicals containing one to six carbon atoms, hydrogen, OH and OR13, more specifically methyl, hydrogen, OH and OR13, even more so. specifically methyl, OH, methoxy and ethoxy and above all specifically methyl and OH, where R 13 is a hydrocarbon group containing from 1 to about 4 carbon atoms, and

R 2, R 3, R 5, R 6, R 7, R 8 and R 10 have the same definitions as described above and even more specifically are each independently selected from the group consisting of monovalent hydrocarbon radicals containing one to six carbon atoms, hydrogen, OH and OR 13 , more specifically methyl, OH, methoxy and ethoxy and above all specifically methyl, where R 13 is a hydrocarbon group containing from 1 to about 4 carbon atoms,

R4 and R9 are defined as described above and are specifically further independently selected from the group consisting of Z2, Z4, Z6 and Z9 as described above and a + b equal to about 2 and specifically, C + d ≤ 10 more specifically. c + d ≤ 8 and above all specifically c + d ≤ 5 and where, (a + b + c + d) may have any of the ranges described above.

Also further in another more specific embodiment silicone surfactant silicone (a) has the general structure of:

M2D1cM2

Where

M2 = R4R5R6SiO1 / 2;

D 1 = R 7 R 8 SiO 2/2;

where R5, R6, R7 and R8 have the same definitions as described above and even more specifically are each independently selected from the group consisting of monovalent hydrocarbon radicals containing one to six carbon atoms, hydrogen, OH and OR13, more specifically methyl, OH, methoxy and ethoxy and above all specifically methyl, where R 13 is a hydrocarbon group containing from 1 to about 4 carbon atoms,

R4 has the same definition as described above and is even more specifically selected from the group consisting of Z2, Z4, Z6 and Z9 as described above and where c is specifically from 0 to 10, more specifically from 0 to 8 and above. all specifically from 0 to 5.

In another specific embodiment herein, silicone surfactant silicone (a) has the general structure of:

M1D1cD2dM1

Where

M1 = R1R2R3SiOiz2

D 1 = R 7 R 8 SiO 272;

D 2 = R 9 R 10 SiO 272;

where R1 has the same definitions as described above and is even more specifically selected from the group consisting of monovalent hydrocarbon radicals containing one to six carbon atoms, hydrogen, OH and OR13, more specifically methyl, hydrogen, OH and OR13, even more so. specifically methyl, OH, methoxy and ethoxy and above all specifically methyl and OH, where R 13 is a hydrocarbon group containing from 1 to about 4 carbon atoms, and

R 2, R 3, R 7, R 8 and R 10 have the same definitions as described above and even more specifically are each independently selected from the group consisting of monovalent hydrocarbon radical containing one to six carbon atoms, hydrogen, OH and OR 13, more specifically methyl. , OH, methoxy and ethoxy and above all specifically methyl, where R 13 is a hydrocarbon group containing from 1 to about 4 carbon atoms, and

R 9 is defined as described above and is even more specifically selected from the group consisting of Z 2, Z 4, Z 6 and Z 9, as described above, where c is specifically from 0 to 10, more specifically from 0 to 5 and above all. specifically from 0 to 2 and d is specifically from 1 to 10, more specifically from 1 to about 6 and above all specifically from 1 to 3 and in a more specific embodiment, where cede0 to 2 is about 1 to 3.

In another specific embodiment herein, silicone surfactant silicone (a) is a trisiloxane and has the general structure of:

M1D2M1

which is obtained by hydrosylation of a distilled silicone polymer having the general formula M1DHM1 and sufficient molar excess unsaturated alkylene oxide to complete the hydrosylation reaction,

Where

M1 = R1R2R3SiO1 / 2;

DH = HR10 SiO2 / 2;

D 2 = R 9 R 10 SiO 2/2;

where R1, R2, R3 and R10. are defined as described above and even more specifically are each independently selected from the group consisting of monovalent hydrocarbon radicals containing from 1 to 6 carbon atoms, hydrogen, OH and OR 13, where R 13 is a hydrocarbon group containing from 1 to about of 4 carbon atoms and R 9 is as defined above and is further selected specifically from the group consisting of Z 2, Z 4, Z 6 and Z 9.

In yet another specific embodiment herein, silicone surfactant (a) is a low molecular weight ABA siloxane block copolymer where silicone surfactant silicone (a) has the general structure MrD1cMr which is obtained from the hydrophilization of the polymer. silicone having the general formula MhDIcMh and unsaturated and specifically present initiated alkylene oxide in sufficient molar excess to complete the hydrosylation reaction, where c is specifically 0 to 10, more specifically 0 to 8 and above all specifically 0 to 5, D1. = R7R8SiO272, MR = R4 R5 R6 SiOi / 2, MH = HR5R6SiOiZ2 and where R5, R6, R7 and R8 have the same definitions as described above and even more specifically are each independently selected from the group consisting of monovalent hydrocarbon radicals containing a to six carbon atoms, hydrogen, OH and OR13, more specifically methyl, OH, methoxy and ethoxy and above all specifically methyl and where R13 is a group h containing 1 to about 4 carbon atoms and where R4 is as defined above and even more specifically is CgH2g-O (C2H4O) p (C3H6O) qR14 and where R14 is specifically hydrogen or a hydrocarbon radical containing 1 to about 4 carbon atoms, more specifically, where R 14 is CH 3 or H and above all specifically, where R 14 is hydrogen, g = 2 to 4, specifically g = 3; specifically ρ = 1 to 12; more specifically ρ = 2 to 10 and above all specifically ρ = 3 to 8; q ≤ 6 more specifically q ≤ 3 above all specifically q = 0 and ρ ^ q. In a still further specific embodiment herein, silicone surfactant (a) is a low molecular weight pendant siloxane copolymer where silicone surfactant silicone (a) has the general structure M1D1cDrc1M1 which is obtained from the silicone polymer hydrosylation having the formula M1D1cDfldM1 and sufficient molar excess unsaturated initiated alkylene oxide to complete the hydrosylation reaction, where M1 = R1R2R3SiOi / 2, D1 = R7R8SiO2 / 2,

DR = R9R10SiO2 / 2, dh = HR10SiO2 / 2 and where c is specifically from 0 to 10, more specifically from 0 to 5 and above all specifically from 0 to 2 and d is specifically from 1 to 10, more specifically from 1 to about 6 and above all specifically from 1 to 3 and in a more specific embodiment, when specifically c0a3ed = la3, or more specifically both c is ≤ 1 and d is about 1 to about 3, or, c is about 1 about 2 ed is about 1 to about 2, or even more specifically c = 0 ed is about 1 to about 2 or above all specifically c is about 1 ed is about 1 and where c is from 0 to about 2 and d is about 1 to about 3,

where R1 has the same definitions as described above and is even more specifically selected from the group consisting of monovalent hydrocarbon radicals containing one to six carbon atoms, hydrogen, OH and OR13, more specifically methyl, hydrogen, OH and OR13, even more so. specifically methyl, OH, methoxy and ethoxy and above all specifically methyl and OH, where R13 is a hydrocarbon group containing from 1 to about 4 carbon atoms and R2, R3, R7, R8 and R10 have the same definitions as described above and even more specifically are each independently selected from the group consisting of monovalent hydrocarbon radicals containing one to six carbon atoms, hydrogen, OH and OR13, more specifically methyl, OH, methoxy and ethoxy and above all specifically methyl, where R13 is. a hydrocarbon group containing from 1 to about 4 carbon atoms and where R 9 is as defined above and even more specifically te is independently CgH2g-O (C2H4O) p (C3H6O) qR14 and where specifically R14 is hydrogen, or a hydrocarbon radical containing from 1 to about 4 carbon atoms, more specifically R14 is CH3 or hydrogen and above all specifically R14 is hydrogen, g = 2 to 4, specifically g = 3, specifically ρ = 1 to 12, more specifically ρ is 2 to 10, above all specifically ρ is 3 to 8, specifically q ^ 6 and more specifically q ^ 3 and above all specifically q = 0 and ρ ^ q. In another even more specific embodiment herein, silicone surfactant (a) is a trisiloxane siloxane copolymer where silicone surfactant silicone (a) has the general structure M1DhM1 which is obtained by hydrosylation of a distilled silicone polymer having the formula M1DhM1 and sufficient molar excess unsaturated initiated alkylene oxide to complete the hydrosylation reaction, where M1 = R1R2R3SiOi72, Dr = R9R10SiO2Z2, Dh = HR10SiO272, where R1, R2, R3 and R10 are defined as described above and are specifically each further independently selected from the group consisting of CH3, hydrogen, OH and OR13, more specifically CH3 and where R13 is a hydrocarbon group containing from 1 to about 4 carbon atoms and where R9 is CgH2g-O (C2H4O) p (C3H6O) qR14 and where R14 is hydrogen, or a hydrocarbon radical containing from 1 to about 4 carbon atoms, more specifically CH3 or H and above all specifically, hydrogen, g = 2 to 4, specifically g = 3, specifically ρ = 1 to 12, more specifically ρ is 2 to 8, above all specifically ρ is 3 to 8, specifically q ^ 6 and more specifically q ^ 3 and above of everything specifically q = 0 and ρ ^ q.

Still further in another additionally specific embodiment silicone surfactant (a) may be used at a concentration of specifically about 0.001 weight percent to about 5 weight percent, more specifically about 0.05 weight percent to about 4 weight percent and above all specifically about 0.1 weight percent to about 3 weight percent, based on the total weight of the composition, to improve phase separation.

In a specific embodiment herein, mixture (b) may be any known or commercially and / or industrially available mixture used provided that the mixture contains at least one aqueous phase and solid loading phase and optionally an oil phase. In another specific embodiment herein, mixture (b) may be any known or commercially and / or industrially used mixture that is naturally present or is conventionally added by known and / or conventional methods. In a specific embodiment herein it is to be understood that mixture (b) comprising aqueous phase, solid charge phase and oil phase, when present, may all be mixed so that each phase contains some amount of the other phases present and / or any amount of silicone surfactant (a). In another specific embodiment it is to be understood herein that solid loading phase may comprise solid loading and any other phase as described herein and / or silicone surfactant (a) as described herein. In yet another specific embodiment herein, the solid charge phase may comprise only the solid charge. Still in a further specific embodiment mixture (b) may comprise a drilling mud, a shale oil ash extract sludge, a refinery sludge, a refinery and / or industrial site earth, a spill site earth from the fuel storage tank, a crude pour mixture, a pharmaceutical emulsion, such as the non-limiting example of a bioprocessing emulsion optionally containing a fermentation product, an oil-tar sand and combinations thereof. In a specific embodiment, it is to be understood here that tar-oil sand may be any tar sand and does not necessarily have to contain oil. In a specific embodiment, a process is provided for separating a mixture comprising:

a) combining at least one silicone surfactant (a) as described herein, and

b) a mixture comprising an aqueous phase, a solid loading phase and optionally an oil phase which is substantially insoluble in said aqueous phase and permitting the separation of any one or more of said aqueous phase, said solid loading phase and present, said oil phase to provide a separate mixture (b).

In a specific embodiment herein, the mixture (b) may be separated before and / or after a mechanical separation process in the manner conventionally known to those skilled in the art. In another specific embodiment herein, mixture (b) is a mixture selected from the group consisting of a mixture resulting from a spilled oil, a mixture resulting from a pipe rupture, a mixture resulting from a spilled fuel tank, a mixture resulting from an industrial operation and combinations thereof.

In another specific embodiment herein, a process is provided for providing a separate mixture (b) comprising stirring said combined silicone surfactant (a) as described herein and said mixture (b) and optionally adding more fluid. , as described herein, and / or optionally heat the mixture (b).

In a specific embodiment, silicone surfactant (a) may be a mixture of materials, such as a mixture of silicone surfactants and organic compound, with non-limiting examples of the organic compound, such as alkyl alcohol ether polyglycol, polyalkylene glycol, alkyl aryl alcohol polyglycol ether and combinations thereof. In another specific embodiment herein, said mixture of silicone surfactant and additive compound may be selected from Y-17188, Y-17189, Y-17190 & Y-17191 (where; Y-17188 is a mixture of Y-17015 (40 wt%) and UCON 50H1500 (60 wt%) Y-17189 is a mixture of Pluronic 17R2 (40 wt%), Rhodasurf DA-530 (30 wt%) and Y-17015 (30 wt%). Y-17190 is a mixture of Genapol X50 (30 wt%), Pluronic L-62 (40 wt%) and Y-17015 (30 wt%); Y-17191 is a mixture of Y- 17015 (93.3 wt%) and Pluronic 17R2 (6.7 wt%)). UCON 50H1500 is available from Dow Chemicals; Pluronic 17R2 and Pluronic L-62 are available from BASF Chemcials; Rhodasurf DA-530 is available from Rhodia Chemicals; Genapol X50 is available from Clariant chemicals. In another specific embodiment herein, a process is provided comprising the case wherein the combined surfactant (a) described herein and the mixture (b) is part of a recycling stream of a prior separation of any one or more of said aqueous phase. , of said solid charge phase and, if present, of said oil phase. In a more specific embodiment as described herein a process is provided wherein the separate mixture (b) is a separate mixture of non-limiting examples selected from the group consisting of a drilling mud, shale oil ash extract sludge, a refinery sludge, a refinery and / or industrial site land, a fuel storage tank leakage site land, a poured crude mixture, a pharmaceutical emulsion, such as the non-limiting example of an optionally bioprocessing emulsion containing a fermentation product, a tar-oil sand and combinations thereof.

In a specific embodiment, herein, there is provided a process comprising the case wherein said separate mixture (b) is separated in a shorter period of time than required for a process to separate an identical mixture (b) comprising combining agent. surfactant other than silicone surfactant (a) as described herein and identical mixture (b). In another specific embodiment, a process is provided further comprising the case wherein said separate mixture (b) is more completely separated than an identical mixture (b) present in a process for separating a mixture comprising combining surfactant without be a silicone surfactant (a) as described herein and an identical mixture (b).

In another specific embodiment, a process is provided further comprising the case wherein said separate mixture (b) has any one or more of said aqueous phase, said solid loading phase and if present, said oil phase each containing a smaller amount of contaminants than a process for separating an identical mixture (b) comprising combining surfactant other than silicone surfactant (a) as described herein and identical mixture (b). In another specific embodiment, a process is provided further comprising the case where any separate mixing interface (b) between any one or more of said aqueous phase, said solid loading phase and, if present, said oil phase is. sufficiently distinct to allow a smaller amount of interface that needs to be isolated than a process for separating an identical mixture (b) comprising combining surfactant without being silicone surfactant (a) as described herein and identical mixture (b).

In another specific embodiment herein, a process is provided further comprising the case where the aqueous phase of the separated mixture (b) specifically contains from about 0 to about 1,000 parts. per million (ppm), more specifically about 0 to about 100 ppm and above all specifically about 0 to about 25 ppm hydrocarbon contamination.

In another specific embodiment herein, a process is provided further comprising the case where the aqueous phase of the separated mixture (b) specifically contains about less than about 90 weight percent and more specifically less than about 50 weight percent and above. specifically less than about 10 weight percent of the amount of heavy metal that was present in the mixture (b) before the mixture (b) was separated, said weight percentage being based on the total weight of the heavy metal in the mixture ( b) before the mixture (b) is separated. In another specific embodiment herein, a process is provided further comprising the case where the aqueous phase of the separated mixture (b) specifically contains about 0 to about 0.1 ppm heavy metal. In another specific embodiment herein, said heavy metal is selected from the group consisting of lead, cadmium, arsenic, bismuth, mercury and combinations thereof.

In another specific embodiment herein, a process is provided further comprising the case where the aqueous phase of the separated mixture (b) specifically contains about 0 to about 0.5 weight percent, more specifically about 0 to about 0 percent. 0.1 weight percent and above all specifically about 0.02 weight percent of the solid charge phase, said weight percentages being based on the total aqueous phase weight of the separated mixture (b).

In another specific embodiment herein, a process is provided further comprising the case where the solid loading phase of the separated mixture (b) specifically contains less than about 90 weight percent, more specifically less than about 80 weight percent, and above all specifically less than about 70 weight percent of the amount of aqueous phase that was present in the solid loading phase prior to separation of the mixture (b), said weight percentages being based on the total weight of the aqueous phase in the mixture ( b) before the mixture (b) is separated.

In a more specific embodiment, oil-based drilling muds are used when drilling down, especially deep drilling in the search for hydrocarbons (including gas), to maintain pressure against production formation to prevent overflow, to lubricate the drill pipe, to cool the rock drill bit and act as a carrier for excavated drill cuttings. Drilling fluid or mud is pumped down into the drill pipe through nozzles in the drill bit at the base of the drillhole and up into the annular crown between the drill pipe and the drillhole wall. Drill cuttings generated by the drill bit collected by the mud and transported to the surface of the drillhole, where they are separated from the drilling mud and discarded. The drilling mud is then cleaned and used again. The drill pipe can then operate freely in the borehole.

In another specific embodiment here, oil based drilling mud is generally used in the form of reverse emulsion mud. In a specific embodiment, an inverse emulsion slurry consists of three phases: an aqueous phase, a solid loading phase and an oil phase. In another specific embodiment based on hydrocarbon oil drilling fluids typically include a solid, usually inorganic filler that is added to impart viscosity and density; an emulsifier (low HLB surfactants such as fatty acids) to help suspend particulate matter and aid in wetting as described herein; wetting agents to aid in wetting a variety of substrates with which the fluid comes in contact with (wetting agents may be fatty acids as described herein), emulsifiers serve to decrease the interfacial tension of liquids so that the aqueous phase it can form a stable dispersion of fine droplets in the oil phase. In one embodiment here, after a certain drilling period, the drilling mud becomes charged with more water, some crude oil and drilling gravels, changing the physical properties of the drilling mud (viscosity increase); Then the mud needs to be removed from the well and is recycled. In a specific embodiment, the large gravel is first mechanically separated and the rest of the slurry is placed in a tank for additional phase separation.

In a specific embodiment herein is provided a process further comprising the case where drilling mud comprises drilling cuttings from a well drilling operation using an oil-based drilling fluid or mud, further comprising the case where providing separation of the mixture (b) comprises cleaning the drilling mud and drilling oil from said drill cuttings sufficiently for an environmentally safe arrangement.

In a specific embodiment, environmentally safe disposal may comprise the case where clean cuttings are essentially non-toxic and may be disposed of on land without the need for special procedures required for disposal of toxic waste.

In another specific embodiment here, in many offshore drilling operations, when an oil-based drilling mud has been used, environmental protection is required to accumulate drilling gravels and transport them to shore for disposal at a site. toxic waste. This can be a significant expense element in the total cost of the well. Thus, in a more specific embodiment, a process is provided further comprising the case wherein said well drilling operation comprises a drilling gravel mix produced by an offshore well and further comprising the case where said well gravel mixing drilling may be returned to the sea near the offshore well and / or transported to land for disposal. In another specific embodiment, there may be cost reduction in conducting said process for separating a drilling mud in an offshore well as described above using combination of silicone surfactant (a) and mixture (b) in the manner herein. described. In another specific embodiment herein, any mixture (b) in the manner described herein may be separated into an offshore operation as described herein using combination of silicone surfactant (a) and mixture (b) as described herein.

In a specific embodiment, herein, a process is provided for specifically removing about 1 to about 99 weight percent aqueous phase from mixture (b), more specifically about 20 to about 98 weight percent aqueous phase from mixture. (b) and above all specifically about 50 to about 97 weight percent aqueous phase of mixture (b) based on the total weight of aqueous phase in mixture (b) prior to separation of mixture (b).

In a specific embodiment, herein is provided a process for specifically removing about 1 to about 99 weight percent of oil phase, more specifically about 20 to about 98 weight percent of oil phase and above all specifically about 50 to about 97 weight percent of oil phase based on total oil phase weight prior to separation of mixture (b) as described herein, specifically prior to separation of a drilling mud-containing drilling mud using the composition described herein .

In another specific embodiment herein, the properties of reclaimed gravel drilling mud, as described herein, are not significantly adversely affected; The recovered drilling mud can return to an active mud system without danger to its properties.

In another specific embodiment herein, a process is provided for separating suspended solids from spilled crude oil, such as the non-limiting example of crude remaining after major crude oil refinement, using any of the processes described herein. In a specific embodiment, the poured crude oil is added to a desalter together with fresh crude oil to be dissolved, washed and refined. In another specific embodiment the objective is to increase refinery yield. In a specific embodiment herein any of the processes described herein may drip all suspended matter (aqueous phase, solid loading phase and oil phase) out of the crude oil (or mixture (b)) to the desalter base so that it is removed with the brine. In another specific embodiment, spilled crude oil may comprise a wide range of hydrocarbon emulsions found in crude oil production, refinement and processing, such as non-limiting examples of oilfield production emulsions, refinery desalination emulsions. refined fuel emulsions and reclaimed oil emulsions. In a more specific embodiment spilled crude oil may comprise used lubricating oils and recovered oils in the steel and aluminum industries.

In another specific embodiment herein, there is provided a process for treating a pharmaceutical emulsion using any of the processes described herein, wherein said emulsion may be produced in the preparation of pharmaceutical applications and other fermentation-related bioprocessing, such emulsion containing the product of a pharmaceutical emulsion. Fermentation and above all specifically includes a pharmaceutical which is desired to be separated from said emulsion.

In a still further specific embodiment herein, a process for treating tar-oil sand (s) is provided, as these systems are quite similar to drilling muds, with an emulsion of solid particles, oil and water. In a more specific embodiment the process of treating tar-oil sand (s) may comprise extracting the crude oil adsorbed onto the tar-oil sand (s) particles to remove dirt from solid-containing hydrocarbon oils. In another embodiment herein, and / or described herein may have more water added to and / or to aid in the separation process.

In more specific embodiment herein, mixture (b) may comprise any aqueous phase. In another specific embodiment the aqueous phase may be any known commercially and / or industrially used aqueous phase that is naturally present or is conventionally added by known and / or conventional methods. In one embodiment, the aqueous phase of mixture (b) prior to separation of mixture (b) contains water in an amount of specifically about 1 to about 99 weight percent, more specifically about 5 to about 90 weight percent. and above all specifically about 10 to about 60 weight percent of the mixture (b) prior to separation of the mixture (b), with weight percent being based on the total weight of the mixture (b) prior to separation of the mixture (b) ). In another specific embodiment herein, the mixture (b) prior to separation may additionally comprise an additional fluid (s), specifically water which results from the use of a filtration process prior to separation of the mixture (b); said additional fluids being included in the above described weight percentages of the aqueous phase present in the mixture (b) prior to separation of the mixture (b). In a further embodiment further specifies any or more of the mixture (b); phases of the mixture (b) such as aqueous phase, the additional fluid containing aqueous phase, specifically water, which may comprise anything that the aqueous phase water may comprise as described herein, the solid loading phase and oil phase and combinations thereof. may be heated prior to and / or after separation of mixture (b) to facilitate separation as any process described herein.

In another specific embodiment herein, water of said aqueous phase further comprises inorganic salt (s) such as non-limiting examples selected from the group consisting of sodium chloride, calcium chloride, magnesium chloride, sodium sulfates, magnesium sulfate, sodium carbonate, calcium carbonate, magnesium carbonate and combinations thereof in an amount of up to almost aqueous phase saturation. In a specific embodiment, the amount of inorganic salt to about 0 to about 20 percent by weight, more specifically about 0.1 to about 15 percent by weight and above all specifically about 1 to about 10 percent by weight. weight of the mixture (b), based on the total weight of the mixture (b) before separation of the mixture (b). In a specific embodiment, inorganic salt (s) may be present in an amount until nearly saturation of said aqueous phase and / or mixture (b).

In a more specific embodiment herein, mixture (b) also contains an additional silicone surfactant such as the non-limiting example of silicone surfactant (a). The amount of additional silicone surfactant such as the non-limiting example of silicone surfactant (a) which is contained in mixture (b) is specifically about 0.0001 to about 4 weight percent, more specifically about 0.10%. 05 to about 3.5 weight percent and above all specifically about 0.1 to about 2.5 weight percent of the mixture (b) based on the total weight of the mixture (b) prior to separation of the mixture ( B) . In a specific embodiment herein the aqueous phase of mixture (b) prior to separation of mixture (b) may contain silicone surfactant (a) as an impurity, or silicone surfactant (a) may be solvated in aqueous phase (a) in known and conventional methods.

In another specific embodiment herein, mixture (b) may comprise the solid loading phase. In another more specific embodiment, the solid filler phase may be any known commercially and / or industrially used solid filler that is naturally present or is conventionally added by known and / or conventional methods.

In yet another additional embodiment specific herein, the solid loading phase of mixture (b) comprises solid loading selected from the group consisting of drill cuttings; silicon solid, where silicon solid may further comprise non-limiting examples of sand and quartz; rock; gravel; Earth; Grey; mineral; metal and ores, such as non-limiting examples of iron, iron ore and precious metals, such as non-limiting examples of gold and silver; a metal part; a glass plate; cellulosic material, such as non-limiting examples of tree bark, straw and sawdust; weighting agents such as non-limiting examples of barite, galena, ilmenite, iron oxides, (specular or micaceous hematite, magnetite, calcined iron ores), siderite and calcite; suspending agent, such as non-limiting examples of organophilic clay (organoargyl), which may be selected from the non-limiting group consisting of attapulgite, bentonite, hectorite, saponite and sepiolite; fluid loss control agent such as non-limiting examples of asphalt materials and organophilic humates and combinations thereof of any of the solid fillers described above. In another specific embodiment, solid phase solid charge may comprise any of the organic or inorganic materials described in U.S. Patent 4,508,628, the contents of which are incorporated herein by reference in their entirety.

In another specific embodiment herein, the solid loading phase specifically comprises about 1 to about 99 weight percent, more specifically about 10 to about 80 weight percent, and above all specifically about 20 to about 60 weight percent. by weight of the mixture (b), based on the total weight of the mixture (b) before separation of the mixture (b). In a more specific embodiment herein, drill cuttings specifically comprise about 0 to about 25 weight percent, more specifically about 2 to about 20 weight percent, and above all specifically about 5 to about 15 weight percent. (b) based on the total weight of the mixture (b) prior to separation of the mixture (b). In another specific embodiment herein, it is well known that organic compounds containing a cation will react with clays having an anionic surface and interchangeable cations to form organoargyls. Depending on the structure and quantity of the organic cation and the characteristics of the clay, the resulting organoargyl may be organophilic and consequently have the property of swelling and dispersion or gel transformation in certain organic liquids depending on the concentration of organoargyl, the degree of shear applied and presence of a dispersant. See for example the following U.S. patents, all incorporated herein by reference in their entirety for all purposes: 2,531,427 (Hauser); 2,966,506 (Jordan); 4,105,578 (Finlayson and Jordan); 4,208,218 (Finlayson); and the book "Clay Mineralogy", 2nd Edition, 1968 by Ralph E. Grim, McGraw-Hill Book Co., Inc., particularly Chapter 10 - Clay Mineral-Organic Reactions, pp. 356-268 - Ionic Reactions, Smectita, and pp. 392-401 - Organophlic Clay - Mineral Complexes.

In another specific embodiment here, attapulgite and sepiolite-based organophilic clays generally allow suspension of the solid loading phase without dramatically increasing the viscosity of the oil sludge, whereas bentonite, hectorite and saponite-based organophilic clays are gelling and considerably increase the viscosity of oil based mud. In one embodiment, some clays (such as bentonite) may be used as a viscosity builder in drilling muds and are modified to make them organophilic such that the layers in the clay separate from each other and adsorb existing oil.

In yet another specific embodiment herein, attapulgite or sepiolite-based organophilic clays may have a milliequivalent ratio (ME ratio) of about 30 to about 50. The ME (milliequivalent ratio) is defined as the number of milliequivalent cationic compound. in organo clay, per 100 grams of clay, 100% active clay base.

In one embodiment herein, bentonite, hectorite, or saponite-based organophilic clays may have an ME ratio of about 75 to about 120. The ideal ME ratio will depend on the particular clay and cationic compound used to prepare the organoargyl. In general, it was observed that the gelling efficiency of organophilic clays in nonpolar oleaginous liquids increases as the ME ratio increases. In a specific embodiment, the most specific organophilic clays based on bentonite, hectorite, or saponite have an ME ratio in the range of 85 to about 110.

In another specific embodiment herein, the organic quaternary compounds used herein are selected from the non-limiting group consisting of quaternary ammonium salts, quaternary phosphonium salts and mixtures thereof. In a specific embodiment, here, some representative non-limiting quaternary phosphonium salts are disclosed in the following U.S. patents, all incorporated herein by reference in their entirety: 3,929,849 (Oswald) and 4,053,493 (Oswald).

In another specific embodiment, some representative non-limiting quaternary ammonium salts are disclosed in U.S. Patent 4,081,496 (Finlayson), incorporated herein by reference in its entirety, in addition to the patents previously cited herein.

In a specific embodiment, the preferred quaternary compounds comprise a quaternary ammonium salt such as those described in U.S. Patent 4,508,628, the contents of which are incorporated in their entirety by reference.

In another specific embodiment herein, some non-limiting quaternary ammonium cations are selected from the group consisting of trimethyl octadecyl ammonium, trimethyl ammonium hydrogenated wax, trimethyl ricinoleyl ammonium, dimethyl didodecyl ammonium, dimethyl dicoco ammonium dimethyl, dihydrogen dimethyl wax , dimethyl diricinoleyl ammonium, dimethyl benzyl octadecyl ammonium, hydrogenated wax dimethyl benzyl ammonium, dimethyl benzyl ricinoleyl ammonium, methyl benzyl dioctadecyl ammonium, dihydrogenated wax methyl benzyl ammonium, methyl benzyl diricinoleyl ammonium, methyl benzyl dicoco ammonium methyl diboco ammonium dibenzyl ammonium, methyl dibenzyl ricinoleyl ammonium, methyl dibenzyl coconut ammonium, methyl trioctadecyl ammonium, trihydrogenated wax methyl ammonium, methyl triricinoleyl ammonium, methyl tricoco ammonium, dihydrogenated wax dibenzyl ammonium, dibenzyl amidi dihydrol dihydrogen o, benzyl ammonium trihydrogen wax, tribenzyl dioctadecyl ammonium, tribenzyl coconut ammonium, tribenzyl ricinoleyl ammonium and mixtures thereof.

In another specific embodiment herein, the mixture (b) further comprises additional component selected from the non-limiting group consisting of propellant, which may be selected from the non-limiting group consisting of resin coated sand and sintered bauxite-type high strength ceramic materials; wetting agent which may be selected from the non-limiting group consisting of lecithin and various surfactants such as the non-limiting group consisting of modified polyamide (naphthenic oil solubilized) and alkylamidomine and silicone surfactants) such as the non-limiting example of surfactant silicone (a) described herein; temperature stabilizing additive which may be selected from the non-limiting group consisting of ethylene glycol, propylene glycol, butylene glycol, hexylene glycol, glycerine, hexylene triol, ethanolamine, diethanolamine, triethanolamine, aminoethylethanolamine, 2,3-diamino-1-propanol 1,3-diamine-2-propanol, 3-amino-1,2-propanediol, 2-amino-1,3-propanediol; acrylic polymers; sulfonated polymers and copolymers; lignite;

lignosulfonate; tannin additives; emulsifiers which may be selected from the non-limiting group consisting of various fatty acid soaps, specifically calcium and polyamide soaps; alkalinity control additives epH, which may be selected from the non-limiting group consisting of lime, caustic soda, soda ash and soda bicarbonate, as well as other common acids and bases in the manner known to those skilled in the art; bactericides which may be selected from the non-limiting group consisting of formulations based on imidazolines, aldehydes such as paraformaldehydes, isothiazoline and brominated compounds as are known to those skilled in the art; Flocculants such as those used to increase viscosity for better bore cleaning, increase bentonite yield and to lighten or dehydrate low solids fluids, which may be selected from the non-limiting group consisting of salt (or brine), hydrated lime gypsum, soda ash, soda bicarbonate, sodium tetraphosphate and acrylamide-based polymers; rheology modifiers which may be selected from the non-limiting group consisting of starch, xanthan gum, dimeric and trimeric fatty acids, imidazolines, amides and synthetic polymers; filtered reducers and / or fluid loss reducers which may be selected from the non-limiting group consisting of bentonite, lignite, sodium carboxymethylcellulose (CMC) and polyacrylate clays; shale control inhibitors which may be selected from the non-limiting group consisting of soluble calcium and potassium as well as inorganic salts and organic compounds; lubricant which may be selected from the non-limiting group consisting of oil, synthetic liquid, graphite, surfactant, glycol and glycerine; and combinations thereof of any additional component described above. In a specific embodiment herein, an additional component may be present in at least: one of the aqueous phases, the solid loading phase and the oil phase and / or silicone surfactant (a) both before and after separation of the mixture ( B) . In a specific embodiment, wetting agent may be any wetting agent as described in the following US patents, incorporated herein by reference in their entirety: 2,612,471, 2,661,334 2,943,051 and US Patent Application 2002/0055438, and A wetting agent may further comprise silicone surfactant (a) as described herein.

In another specific embodiment herein, a temperature stabilizing additive may contain from 2 to about 6 carbon atoms and from 2 to about 4 polar groups selected from the group consisting of hydroxyl (OH), primary amino (NH2) and mixtures thereof. , per molecule. In yet another specific embodiment, temperature stabilizing additive may be any temperature stabilizing additive such as that described in U.S. Patent 4,508,628, the contents of which are incorporated herein by reference. In another specific embodiment, emulsifiers used in any mixture described herein and specifically in the preparation of reverse oil emulsion drilling fluids may be any of the water in oil emulsifiers commonly used in the oil and gas drilling industry. The emulsifying soaps described above may be formed in situ in the oil-based slurry by the addition of a desired fatty acid and base, specifically the non-limiting example of lime. In a specific embodiment, some representative non-limiting emulsifiers are listed in the following US patents, incorporated herein by reference in their entirety: 2,861,042, 2,876,197, 2,994,660, 2,999,063, 2,962,881, 2,816,073, 2,793 .996, 2,588,808 and 3,244,638.

In a further specific embodiment, the fatty acid containing materials contains a fatty acid having eighteen carbon atoms, such as stearic acid, oleic acid, linoleic acid, preferably pine oil, air blown pine oil, oxidized pine oil, triglycerides. and the like.

In yet another specific embodiment the polyamide emulsifiers result from the reaction of a polyalkylene polyamine, preferably a polyethylene polyamine, with about 0.4 to about 0.7 equivalents of a fatty acid mixture containing at least 50% by weight. a fatty acid having 18 carbon atoms and about 0.3 to 0.6 equivalents of a dicarboxylic acid having 4 to 8 carbon atoms. In another specific embodiment herein, polyamide emulsifiers that result from the reaction of a polyalkylene polyamine with a fatty acid mixture as described above may be those represented by the reaction equation described in US 4,508,628, the contents of which are herein. incorporated in their entirety by reference.

In another specific embodiment herein, mixture (b) may comprise an oil phase. In another embodiment the more specific oil phase may be any known or commercially and / or industrially used oil phase that is naturally present or is conventionally added by known and / or conventional methods. In a specific embodiment herein the oil phase may comprise a hydrocarbon. In another more specific embodiment the oil phase may comprise petroleum oil, natural or synthetic oil fraction, fat, grease, wax, synthetic oil containing silicone, grease containing silicone and combinations thereof. In yet another more specific embodiment herein, the petroleum oil fraction is a natural or synthetic petroleum or petroleum product, selected from the group consisting of crude oil, heating oil, ship coal, kerosene, diesel fuel, fuel aviation, gasoline, naphtha, shale oil, coal oil, tar oil, lubricating oil, motor oil, mineral oil, ester oil, fatty acid glyceride, aliphatic ester, aliphatic acetal, solvent, grease and combinations of these. In another specific embodiment herein, the oil phase of mixture (b) also contains additional silicone surfactant (a).

In a specific embodiment herein, the oil phase may also comprise other dissolved or suspended constituents, including suspended solid constituents that remain part of the oil phase after separation from another solid phase. In a specific embodiment, for example, oil based drilling fluid typically comprises a base oil, additives such as surfactants and viscosity modifiers and suspended clay particles in the manner described herein. In a specific embodiment, clay imparts mass to the fluid so that the circulating fluid can enter the drill cuttings and load them from the drillhole. In another specific embodiment, drilling fluids also often contain a finely divided weight material such as barite, a dense mineral that increases fluid density for use in deep wells. In another specific embodiment, both clay and weight material are typically very finely divided that they may remain suspended in the base oil for a substantial period of time. In yet another specific embodiment, in the drilling fluid separation of the drill cuttings according to this. In this invention, the drilling fluid, including its suspended solid constituents, may constitute the "oil phase" and the drilling gravel may constitute the "solid loading phase".

In yet another specific embodiment herein, whether a given particulate solid charge may be separated from an oil phase in the manner described herein is believed to depend in part upon the affinity of the oil phase for the solid charge (s). , which is, by the tendency of the oil phase to wet the solid charge (s) and also partly by the particle sizes of the solid charge, larger particles being easy to separate. In a specific embodiment, the drilling fluid base oil has a relatively strong affinity for the clay particle (s), while shale oil has a lower affinity for the clay particle (s). silicon ash (s) found in shale oil ash extract sludge. In another specific embodiment here, the clay, e.g. bentonite, drilling fluid particle (s) is extremely thin, about 0.05 to 5 microns, averaging about 0.5 microns, while Ash particles in ash extract sludge are on the order of 100 times larger, about 0.5 to 200 microns, averaging about 50 microns. In a more specific embodiment here, clay particles are electrically charged and consequently have a high affinity for the oil phase, whereas silicon particles are electrically neutral and consequently have a greater affinity for the oil phase. Thus, In one specific embodiment of this invention, clay particles in drilling fluid remain with the base oil when the fluid is separated from the drilling gravels, while in another embodiment, ash particles are separated from the drilling oil. shale.

In yet another specific embodiment here, it is not possible to state in advance for all possible combinations of particulate oils and solids precisely which mixtures can be successively separated according to the embodiments described herein, but as a general rule, however, particles varying in average size. (larger cross-sectional dimension) about 50 microns or more can be separated from hydrocarbonaceous oils, such as crude and refined petroleum oils and similar oils produced from shale oil, tar oil sands, coal and the like, using without difficulty the embodiments of the composition described herein.

In yet another specific embodiment herein, the oil phase specifically comprises about 1 to about 90 weight percent, more specifically about 2 to about 70 weight percent, and above all specifically about 5 to about 50 weight percent. weight of the mixture (b) based on the total weight of the mixture (b) before separation of the mixture (b). In yet another specific embodiment herein, the oil phase which is substantially insoluble in said aqueous phase comprises an oil phase which is specifically less than about 10 percent of the soluble volume in said aqueous phase, more specifically less than about 5 percent of the volume. soluble in said aqueous phase and above all specifically less than about 1 percent of the soluble volume in said aqueous phase, said percentage of volumes being based on the total volume of said oil phase.

The following examples are given for the purpose of illustrating the invention of the present case. They are not being given for any purpose of defining limitations on the modalities described herein. EXAMPLES

In a specific embodiment of this disclosure it is to be understood that silicone (a) surfactant and demulsifier are equivalent terms. In another specific embodiment of this disclosure, it is to be understood that one or more silicone surfactants (a) and mixtures of different silicone surfactants (a) may be used in the manner described in this disclosure. It is to be understood herein that the phrases "% by weight" and "percent by weight" are interchangeable in the manner described herein. It should be understood that the time as expressed in the examples is always the total time from the start of the polysiloxane hydride reaction mixture, allyl ether (or allyl alcohol), 2-propanol (solvent, if present), buffer and catalyst. It is to be understood herein that the terms "catalyst", "platinum" and "platinum catalyst" are used interchangeably. In a specific embodiment herein, it is to be understood that an initial catalyst charge is added at one time. If the reaction does not proceed to completion (that is, consumption of all silicane hydrogen functionality) additional incremental catalyst loads are made to activate the reaction to completion. In another specific embodiment herein, it is to be understood that Example A, B and C are organic demulsifiers that are reference points for comparing the benefits of the disclosure in question, and the materials of Examples A, B and C themselves are formulations whose Compositions are strictly reserved trade secrets. The mud, which was studied in the following examples (from a service company in oil and gas applications) is an oil-based mud used for offshore drilling, removed from the well after use, mechanically separated from its gravel. It contains polymer-coated organo-clays, barium sulfate, biocides, emulsifiers, corrosion inhibitors, mineral oil, traces of crude well oil, water, inorganic salts, remaining gravel. It should be understood here throughout this revelation that the use of hours and hours for time must be considered equivalent. The method of manufacturing starting materials such as the non-limiting group of polysiloxane hydrides is well known in the technology as described in US 5,542,960, 6,221,815, 6,093,222 and 5,613,988, the contents of which are all incorporated by reference. here in their entirety.

1. Phase separation test

A first qualitative organic selection test was performed against the generally comprised silicone-based demulsifiers versus the composition described herein. For this, 50 grams (g) or (grams) of a used drilling mud (mud) in a glass vial was used, then the required amount of silicones (silicone surfactant (a)) as described below. (ranging from 0.1 weight percent to 5 weight percent for the higher concentration range (or 0.05 g to 2.5 g silicone plus 50 g sludge with weight percent silicone based on weight) mud) was added to the mud). The glass vial was then vigorously shaken by hand for a period of 10 seconds timed with a stopwatch and the sample was naturally sedimented for a non-specific period of time but for a minimum of one day prior to selection. Generally, the qualitative observation of phase separation over time was made in the first 150 minutes where most phase separation occurred. This was a rough test that was qualitatively determined. If a large phase separation occurred from 40 to 50 percent of the aqueous phase volume compared to the total sample volume of sludge and silicone, it was noted by the term "YES" in Table 1 and if a small phase separation occurred about 10 percent of the volume, it was noted by "LIGHT" in Table 1 and when no phase separation occurred, it was noted by "NO" in Table 1.

2. Phase Separation Rate - Turbiscan Lab instrument

The heart of the formulation's Turbiscan Lab instrument is a detection head that moves up and down along a flat-base cylindrical borosilicate glass cell. The detection head consists of a pulsed near infrared light (λ = 850 nm) and two synchronous detectors. The transmit detector receives light passing through the sample (0 ° from the incident beam), while the backscatter detector receives light scattered through the sample at 135 ° from the incident beam. (The 135 ° angle was chosen to be outside the coherent backscatter cone). The detection head scans the total sample length (about 45 mm), acquiring transmission and backscatter data every 40 μπι (1625 scan and backscatter acquisitions). These measured flows are calibrated with a non-absorbent reflectance standard (calibrated polystyrene latex beads) and a transmission standard (silicon oil). The signal is primarily handled by a Turbiscan Lab current-to-voltage converter. Integrated microprocessor software supports data acquisition, digital analog conversion, data storage, motor control, and computer dialogue.

Description of Turbiscan Graphics:

Silicone surfactant (a) was added on top of a drilling mud (% by weight of silicone surfactant (a) / mud weight, the weight of the mud being 50 g in a glass vial that was shaken). vigorously by hand for 10 seconds (timed using a wristwatch) and then poured onto the borosilicate glass used by the Turbiscan Lab instrument. Scans were initiated as soon as possible after preparation to see sediment decantation. minute for 10 minutes and then every 5 minutes for the next 50 minutes and then every 30 minutes for the next 3 hours and 30 minutes and finally every 2 hours for the next 18 hours). Figure 1 shows a graph obtained by the Turbiscan Lab instrument from the onset of demulsification using silicone surfactant (a) and over a period of 22 hours after the onset of demulsification.

The vertical axis describes the diffuse reflectance or backscatter normalized to a non-absorbing standard reflector, and the horizontal axis represents the sample height in millimeters (mm) (0 mm corresponds to the base of the measuring cell).

Because of the action of the silicone surfactant (a) on mud, there is a sedimentation of heavy solid particles (barite and clays) that occurs rapidly, shown in the backscatter graph by the displacement and decreased sharpness on the right side of each curve for left (corresponding to the decrease in the interface between the upper aqueous phase and the solid loading phase). It is interesting to note that Turbiscan Lab instrument allows detection of drilling mud destabilization at an early stage, even though the medium is not transmitting light.

Figure 1: Turbiscan Lab instrument transmission and backscatter data at 29 degrees Celsius (° C) for a Service Company drilling mud, treated with 2% by weight of Example IOB (Y-17014) based on the sample weight of the drilling mud (corresponding to 1 g silicone with 50 g mud).

Data analysis: The position of the air / drilling mud interface at the beginning of demulsification using silicone surfactant (a) gives the total height of the drilling mud in the Turbiscan pipe, and is given by the right side of the first transmission curve when the curve meets the zero drive shaft. The base (minimum height of the drilling mud in the pipe) of Turbiscan glass is given by the left side of the first curve when the curve leaves the drive shaft zero. The evolution of drilling mud demulsification using silicone surfactant (a) is indicated by decreasing the position of the aqueous phase / solid charge phase interface over time. This position is given by the turning point of decreasing sharpness in backscatter and shifting to the left (the height of the solid loading phase is then decreased over time). The aqueous phase is then deducted from the complement of this position compared to the total sample. (See Tables 2a, 2b and 2c for different concentrations of de-emulsifiers ranging from 2 to 0.5% by weight of de-emulsifier based on total sludge weight)

The same experiments were performed for the different silicone surfactants (a) and then the results were compared with three other organic emulsifiers provided by a customer Service Company. Example A is part of the ethoxylated alcohol family and Example B is part of the - glycoside family, Example C is a secret trademark compound that is not known and was provided as a reference in a secret agreement thus preventing applicants from investigate or disclose your description. We compared the results in terms of percentages of the interface position of the solid / aqueous phase. In conclusion, from Tables 2a, 2b and 2c, the largest and fastest aqueous phase separation was obtained for example 41 (Y-17015) in the first 400 minutes (minutes). As described above Examples A, B and C are reference points for comparing the benefits of the disclosure in question and the materials of Examples A, B and C themselves are formulations whose compositions are strictly reserved trade secrets.

3. Water Clarity - Hach 2100 Turbidity Measurement Ratio

The best estimate of the clarity of the aqueous phase after separation was for the use of the Hach 2100 NTU turbidity meter (NTU = nephelometric turbidity units) due to the demulsification of drilling mud by surfactant silicone (a) or organic compounds leading to adherence. drilling mud sediment on the glass bottle wall. Thus, the aqueous phase has to be removed without contaminating it to measure its turbidity. 250 g of drilling mud was treated with demulsifiers in the required amount. The mixture was stirred manually vigorously for 10 seconds and allowed to settle for two specified times as 6 hours and 12 hours. About 30 g of the aqueous upper layer was removed with a plastic pipette in the middle of the aqueous phase (to prevent the surface water from detaching and sediment at the base of the aqueous phase) at different times. Turbidity of water withdrawn was measured. (see Table 4) Turbidity measures the dispersion of light through water caused by suspended materials or solution. Suspended and dissolved material may include clay, sludge, finely divided organic and inorganic matter, soluble colored organic compounds and plankton, and other microscopic organisms.

Other methods used for drilling mud analysis:

(a) Measurement of non-volatile content of drilling mud or different phases after phase separation: The test was performed on 2 gram samples (both the drilling mud alone and the separated aqueous phase as well as the separated solid loading phase). using a thermogravimetric balance and heating the sample to about 160 ° C. The evolution of the disappearance of volatile compounds was observed by measuring the weight loss from 100 weight percent to 0 weight percent based on the total weight of volatile compound (s). The remaining nonvolatile compound (s) corresponded to the weight remaining on the aluminum plate. The percentages obtained corresponded to the ratio of weight remaining after heating, with the initial mass of 2 grams. (See Table 3a for results).

(b) Analysis of water content in the solid loading phase (sediment, barite) after phase separation (and also for drilling mud alone) and after the aqueous phase was discarded to be performed using the Karl Fischer method. For this test, each sample was homogenized by agitation. About 10 g of sample was taken in 50 mL of Isopropyl Alcohol (IPA) in polypropylene container. The sample solution in IPA was shaken well to extract water from the mud. (See Table 3b for results.) Titration of silicon content by aluminum molybdate was performed according to ASTM method D859-00 (standard test method for silica in water) in the separated aqueous phases after treating sludge with demulsifiers. 2% w / w (separate water removed after 6 or 12 hours). We had to measure the silicon content in the aqueous phase to see where the silicon is staying; for environmental reasons in case of separate water discharge into the sea or land (see Table 3c). The presence of heavy metals was also measured in the separated aqueous phase (both after 6 hours and after 12 hours (total time after stirring of sludge treated with 2% w / w de-emulsifiers (or 1 g over 50 g of sludge) )) using an Inductively Coupled Plasma (ICP) Atomic Emission Spectrometer. (Method description: 5 g of water layer weighed in a beaker was slightly evaporated to dryness at 50 deg C. The obtained residue was boiled with concentrated nitric acid to remove possible heavy metals in the residue. mL using Milli-Q water and analyzed by ICP) (see Table 3d).

Table 1. Summary of Tested Materials (with Phase Separation Test 1 Results) The products listed in Table 1 in the second column starting and including Silwet L-720 and including all the products below in the second column through Y-17015 are commercially available. available from GE Silicone with the exception of Magnasoft Expend, TP-360 and TP 3890 which are no longer commercial grade. The remaining products in Table I and Table 1 below are described here.

<table> table see original document page 56 </column> </row> <table> Silbreak 327 Yes No 1%

Silbreak 605 Yes Take 1%

Silbreak 625 Yes Take 1%

Silbreak 322 Yes No 1%

Silbreak 323 Yes Take 1%

Silbreak 638 Yes No 1%

Silquest PA-I Yes No 1%

TP 360 Yes No 2%

TP-367 Yes No 1%

TP 3890 Yes No 1%

Ex 68 Y-14759 Yes No 1%

Y-14547 Yes Take 1%

Ex 10B Y-17014 Yes Yes 0.2% to 2%

Ex 41 Y-17015 Yes Yes 0.5 to 2%

Y-17191 Yes Yes 0.5 to 2%

Ex 69 Y-17188 Yes Yes 1%

Ex 70 Y-17189 Yes Yes. 1%

Ex 71 Y-17190 Yes Yes 1%

Ex A Demulsifier B No Yes 0.5 to 2%

Ex B Demulsifier C No Yes 0.75 to 2%

Ex C Demulsifier A No No 2%

Summary of materials tested (with results for phase separation test 1) <table> table see original document page 58 </column> </row> <table> <table> table see original document page 59 </column> </ row> <table> Ex 54 WARO 2598 Yes No 1% Ex 55 WARO 2599 Yes Yes 0.5 to Ex 56 WARO 3601-2 Yes Yes 0.5 to Ex 57 WARO 3602 Yes No 1% Ex 58 WARO 3603 Yes No 1 % Ex 59 WARO 3604 Yes No 1% Ex 60 WARO 3605 Yes No 1% Ex 61 WARO 3606 Yes No 1% Ex 62 WARO 3610 Yes No 1% Ex 63 WARO 3748 Yes No 1% Ex 64 WARO 3749 Yes No 1% Ex 65 WARO 3751 Yes No 1%

In a specific embodiment, we have established, for the following examples, the following definitions:

M = Si (CH3) 3-Hi72

Mh = SiH (CH3) 2-Hi72

Dh = SiH (CH3) (Hi72) 2

D = Si (CH3) 2 (Hi72) 2

MM = hexamethyldisiloxane

MhMh = 1,1,3,3-tetramethyldisiloxane

D4 = octamethylcyclotetrasiloxane

L31 = MDh50M

MDhxM or MhDxMh are also called SiH or polysiloxane hydride.

The catalyst is either a 3.3 weight percent (wt.%) Solution (based on weight of ethanol) of chloroplatinic acid in ethanol or a Karstedt PTS type catalyst solution of ("Tetravinyl cyclotetrasiloxane chelated platinum) in toluene. containing 1% by weight platinum metal (based on the weight of toluene) The Karstedt PTS type catalyst is a commercially available catalyst in ABCR as a platinum-cyclovinylmethylsiloxane complex in cyclic methylvinyls CAS number 68585-32-0. (or vinyl content or unsaturation rate) of a molecule is the weight ratio of the molecular weight of the allyl (or vinyl) group to the molecular weight of the total molecule. silicone (a) as described herein are interchangeable.

An excess of 30% molar allyl ether corresponds to an excess of 30% molar allyl ether compared to polysiloxane hydride as described in each example below.

MhMh is commercially available from Fluka (CAS # = 3277-26-7) as 1,1,3,3-tetramethyldisiloxane. For paragraphs 136 to 158, it is noted in several examples below that NMR spectra indicated that the reaction product could sometimes be either bound Si-C (between polysiloxane hydride and allyl ether) or bound Si-OC . The type of reaction product was given below.

Example 01 (MF V) is a laboratory prepared material obtained from the hydrosylation reaction between MhD8Mh and a 30% molar excess of trimethylolpropane monoalkyl ether which in the formula of CH2 = CH-CH2-0-CH2-C (CH2OH ) 2-C 2 H 5. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 30 grams of balanced formula MhD8Mh polysiloxane hydride containing 61.7 cubic centimeters. per gram (cc / g) active hydrogen (ccH2 / g), 18 grams of allyl ether with a weight percent allyl content of 23.3 and 48.9 grams of 2-propanol (solvent); then 114 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 74 ° C and platinum catalyst was introduced as 98 microliters of a solution of 3.3% chloroplatinic acid in ethanol (based on ethanol weight), corresponding to 10 parts per million ( ppm) of platinum (platinum metal). The reaction was exothermic and the reactor temperature rose to 85 ° C in 9 minutes. The reaction was complete (ie, balanced SiH (MhD8Mh) was consumed) after 1 hour (total time). The copolymer was naturally cooled with stirring in the reactor for 30 minutes and then removed. The solvent was removed in vacuo. Balanced MhD8Mh was obtained by adding 36.9 g of MhMh, where MH has the above definition, 163.1 g of D4 with 163 microliters of trimethylsilyl trifluoromethanesulfonate. The glass vial was placed on a roller shaker for 24 hours to equilibrate and the next day dibutylethanolamine (272 microliters) was added for neutralization. The mixture was stirred on the roller shaker rolls for 1 hour. There were a few drops on the glass walls and then 3 NaHCC> 3 spatulas were added to further neutralize the mixture and then the mixture was filtered on a folded filter paper (pore size 10 grams).

Example 02 (MF VI) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MhD8Mh and a 30% molar excess of one. allyl-initiated polyether of the formula CH2 = CH-CH2-O- (CH2CH2O) I2H 'A nitrogen-coated glass reactor at atmospheric pressure, which has been equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was loaded with 30 grams of polysiloxane hydride of the balanced formula MhD8Mh containing 61.7 cc / g active hydrogen, 60.4 grams of allyl ether with an allyl content of 7.3 weight percent (molecular weight ratio of the allyl group and the molecular weight of the total molecule) and 90.4 grams of 2-propanol; then 181 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 73 ° C and platinum catalyst was introduced as 212 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was exothermic and the reactor temperature rose to 79 ° C in 15 minutes. The reaction was complete (ie the balanced SiH was consumed) after 1 hour (total time). The copolymer was naturally cooled in the reactor for 30 minutes and then removed. The solvent was removed in vacuo. Balanced MhD8Mh was obtained in the manner explained in Example 01. Example 03 (MF VII) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MhD6Mh and a 30% molar excess of an allyl-initiated polyether of formula CH 2 = CH-CH 2 -O- (CH 2 CH 2 O) 12H. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 30 grams of balanced polysiloxane hydride of formula MhD6Mh containing 77.5 cc / g of active hydrogen, 75,8 grams of allyl ether with an allyl content of 7,3 weight percent and 105,8 grams of 2-propanol; then 246 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 73 ° C and platinum catalyst was introduced as 212 microliters of a 3.3% chloroplatinic acid solution in ethanol (based on ethanol weight), corresponding to 10 parts per million ( ppm) of platinum. The reaction was exothermic and the reactor temperature rose slightly to 79 ° C in 40 minutes. The reaction was complete (ie the balanced SiH was consumed) after 1 hour (total time). The copolymer was naturally cooled in the reactor for 30 minutes and then removed. The solvent was removed in vacuo. Balanced MhD6Mh was obtained by adding 46.4 g of MhMh, 153.6 g of D4 with 163 microliters of trimethylsilyl trifluoromethanesulfonate. The glass vial was placed on a roller shaker for 24 hours to equilibrate, the next day 272 microliters of dibutylethanolamine were added for neutralization. The mixture was stirred on the roller shaker rolls for 1 hour. There were a few drops on the glass walls and then 3 NaHCO3 spatulas were added to further neutralize the mixture and then the mixture was filtered on a folded filter paper.

Example 04 (MF VIII) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MhD4Mh and a 30% molar excess of an allyl initiated polyether of the formula CH2 = CH-CH2-0- (CH2CH2O) 12PM An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 25 grams of polysiloxane hydride of the balanced formula MhD4Mh containing 104.1 cc / g of active hydrogen, 85 grams of allyl ether with an allyl content of 7,3 weight percent and 110 grams of 2-propanol; then 256 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 73 ° C and platinum catalyst was introduced as 220 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 parts per million (ppm) of platinum. The reaction was exothermic and the reactor temperature rose to 79 ° C in 40 minutes. The reaction was complete (ie the balanced SiH was consumed) after 1 hour (total time). The copolymer was naturally cooled in the reactor for 30 minutes and then removed. The solvent was removed in vacuo. Balanced MhD4Mh was obtained by adding 62.3 g of MhMh, 137.7 g of D4 with 163 microliters of trimethylsilyl trifluoromethanesulfonate. The glass vial was placed on a roller shaker for 24 hours to equilibrate, the next day 272 microliters of dibutylethanolamine were added for neutralization. The mixture was stirred in the rolls for 1 hour. There were a few drops on the glass walls and then 3 NaHCO3 spatulas were added to further neutralize the mixture and then the mixture was filtered on a folded filter paper. '

Example 05 (MF IX) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MhD2Mh and a 30% molar of an allyl initiated polyether of the formula CH2 = CH-CH2-O- (CH2CH20) i2H. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was loaded with 16 grams of balanced MhD2Mh polysiloxane hydride containing 158.8 cc / g of active hydrogen, 82,9 grams of allyl ether with an allyl content of 7,3 weight percent and 98,9 grams of 2-propanol; then 230 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 73 ° C and platinum catalyst was introduced as 198 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was slightly exothermic and the reactor temperature rose to 75 ° C; then a second platinum addition (10 ppm) was made within 40 minutes (total time). The reaction was complete (ie the equilibrated SiH was consumed) after 3 hours. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. The solvent was removed in vacuo. Balanced MhD2Mh was obtained by adding 95 g MhMh, 105 g D4 with 163 microliters of trimethylsilyl trifluoromethanesulfonate. The glass vial was placed on a roller shaker for 24 hours to equilibrate, the next day 272 microliters of dibutylethanolamine were added for neutralization. The mixture was stirred on the roller for 1 hour. There were a few drops on the glass walls and then 3 NaHCO3 spatulas were added to further neutralize the mixture and then the mixture was filtered on a filter paper.

Example 06 (MF X) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MhD6Mh and a 30% molar excess of an allyl initiated polyether of the formula CH2 = CH-CH2-O- (CH2CH2O) 7 (5H. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 42 grams of polysiloxane hydride of formula MHD6MH balanced containing 77.5 cc / g of active hydrogen, 75.9 grams of allyl ether with an allyl content of 10.23 weight percent, then 137 microliters of dibutylethanolamine were added as a buffer.The reaction mixture (heterogeneous) was heated to 73 ° C and platinum catalyst was introduced as 118 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum.The reaction was exothermic and the reactor temperature rose to 96 ° C. and m 25 minutes The reaction was complete (ie the equilibrated SiH was consumed) after 1 hour. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. Balanced MfiDeMa was obtained as given in example 03.

Example 07 (MF XI) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MhD4Mh and a 30% molar excess of an allyl-initiated polyether of the formula CH2 = CH-CH2-O- (CH2CH2O) 7, sH. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 34 grams of polysiloxane hydride of the balanced MhD4Mh formula containing 104.1 cc / g of active hydrogen, 82,6 grams of allyl ether having an allyl content of 10,2 weight percent; then 136 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 73 ° C and platinum catalyst was introduced as 117 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was exothermic and the reactor temperature rose to 88 ° C in 49 minutes. The reaction was complete (ie the equilibrated SiH was consumed) after 3 hours. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. The balanced MhD4Mh was obtained in the manner cited in example 04.

Example 08 (MF XII) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MhD2Mh and a 30% molar excess of an allyl-initiated polyether of the formula CH2 = CH-CH2-O- (CH2CH2O ) 7i5 H. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 25 grams of balanced polysiloxane hydride of the formula MhD2Mh containing 158 8 cc / g active hydrogen, 92.6 grams of allyl ether having an allyl content of 10.2 weight percent; Then 137 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 73 ° C and platinum catalyst was introduced as 116 microliters of a platinum acid solution. After increasing the temperature, a second catalyst addition (10 ppm) was made in 17 minutes (total time) and 74 ° C and a third 10 ppm catalyst addition was made in 60 minutes (total time) at 74 ° C . Then the temperature rose to 85 ° C after 107 minutes (total time). The reaction was complete (ie balanced SiH was consumed) after 4 hours (total time). The copolymer was naturally cooled in the reactor for 30 minutes and then removed. Balanced MhD2Mh was obtained in the manner cited in example 05.

Example 09 (MF XIII) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MhD6Mh and a 30% molar excess of an allyl-initiated polyether of the formula CH2 = CH-CH2-O- (CH2CH2O ) 3.5H. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 33 grams of balanced polysiloxane hydride containing 77.5 cc / g of active hydrogen, 32,1 grams of allyl ether with an allyl content of 19,0 weight percent; then 76 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 73 ° C and platinum catalyst was introduced as 65 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was exothermic and the reactor temperature rose to 116 ° C in 5 minutes. The reaction was complete (ie the balanced SiH was consumed) after 1 hour. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. Balanced MhD6Mh was obtained in the manner cited in example 03.

Example 10A (MF XIV) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MhD4Mh and a 30% molar excess of an allyl-initiated polyether of the formula CH2 = CH-CH2-O- (CH2CH2O) 3, sH. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 33 grams of polysiloxane hydride of the balanced MhD4Mh formula containing 104.1 cc / g of active hydrogen, 43.1 grams of allyl ether with an allyl content of 19.0 weight percent; then 89 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 73 ° C and platinum catalyst was introduced as 76 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was exothermic and the reactor temperature rose to 124 ° C in 9 minutes (total time). The reaction was complete (ie the balanced SiH was consumed) after 1 hour. Balanced MhD4Mh was obtained in the manner cited in example 04.

Example 10B (Y-17014) is a commercial product by GE Silicones.

Example 11 (MF XV) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MhD2Mh and a 30% molar excess of an allyl-initiated polyether of the formula CH2 = CH-CH2-O- (CH2CH2O) 3.5H. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 33 grams of balanced MhD2Mh polysiloxane hydride containing 158.8 cc / g of active hydrogen, 65,75 grams of allyl ether with an allyl content of 19,0 weight percent; then 115 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 73 ° C and platinum catalyst was introduced as 99 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. After the temperature rise, a second catalyst addition (10 ppm) was made (after 27 minutes, total time) and then the temperature rose to 118 ° C after 51 minutes (total time). The reaction was complete (ie the balanced SiH was consumed) after 2 hours. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. MHD2MH was equilibrated obtained in the manner cited in example 05.

Example 12 (MF XVI) is the product of the hydrosylation reaction between the balanced MDDhM and a 30% molar excess of an allyl-initiated polyether of the formula CH 2 = CH 1 -CH 2 -O- (CH 2 CH 2 O) 315H. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 80.5 grams of balanced MDDhM polysiloxane hydride containing 72.9 cc / g active hydrogen, 73.6 grams of polyether having an allyl content of 18.96 weight percent and 179 microliters of dibutylethanolamine as a buffer. The (heterogeneous) reaction mixture was heated to 74 ° C and platinum catalyst was introduced as 154 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 parts per million (ppm) of platinum. The reaction was exothermic and the reactor temperature rose to 122 ° C in 12 minutes (total time). The reaction was complete (ie the balanced SiH was consumed) after 1 hour. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. Balanced MDDhM was obtained by adding 106.4g of MM, 49.9g of D4 and 43.6g of MDh50M or L31 (for DH units) with 163 microliters of trimethylsilyl trifluoromethanesulfonate. The glass vial was placed on a roller shaker for 24 hours to equilibrate, the next day 272 microliters of dibutylethanolamine were added for neutralization. The mixture was stirred on the roller shaker rolls for 1 hour. There were a few drops on the glass walls and then 3 NaHCO3 spatulas were added to further neutralize the mixture and then the mixture was filtered on a folded filter paper.

Example 13 (MF XVII) is the product of the hydrosylation reaction between the balanced M (Dh) 2M and a 30% molar excess of an allyl initiated polyether of the formula CH2 = CHCH2-O- (CH2CH2O) 3iS- H. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 30.0 grams of balanced formula M (Dh) 2M polysiloxane hydride containing 153 cc / g active hydrogen, 57.60 g of the polyether having an allyl content of 18.96 weight percent and 102 microliters of dibutylethanolamine as a buffer. The (heterogeneous) reaction mixture was heated to 72 ° C and platinum catalyst was introduced as 88 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was exothermic and the reactor temperature rose to 99 ° C in 40 minutes. The reaction was complete (ie the balanced SiH was consumed) after 2 hours. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. The balanced 2M M (Dh) was obtained by adding 108.4 g of MM and 91.6 g of MDh50M (or L31) with 163 microliters of trimethylsilyl trifluoromethanesulfonate. The glass vial was placed on a roller shaker for 24 hours to equilibrate, the next day 272 microliters of dibutylethanolamine were added for neutralization. The mixture was stirred on the roller shaker rolls for 1 hour. There were a few drops on the glass walls and then 3 NaHCO3 spatulas were added to further neutralize the mixture and then the mixture was filtered on a folded filter paper.

Example 14 (RH I) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MhD1oMh and a 30% molar excess of an allyl-initiated polyether CH2 = CH-CH2-O- (CH2CH2O) 7, H. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 45 grams of polysiloxane hydride of the balanced formula MhDi0Mh containing 51, 2 cc / g active hydrogen, 53.8 grams of allyl ether with an allyl content of 10.2 weight percent and 98.8 grams of 2-propanol; then 230 microliters of

dibutylethanolamine were added as a buffer. The (homogeneous) reaction mixture was heated to 73 ° C and platinum catalyst was introduced as 98 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was exothermic and the temperature rose to 83 ° C after 11 minutes (total time). The reaction was complete (ie the balanced SiH was consumed) after 1 hour. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. The solvent was removed in vacuo. Balanced MhD10Mh was obtained by adding 30.7g MhMh, 169.3g D4 with 163 microliters of trimethylsilyl trifluoromethanesulfonate. The glass vial was placed on a roller shaker for 24 hours to equilibrate and the next day dibutylethanolamine (272 microliters) was added for neutralization. The mixture was stirred on the roller shaker rolls for 1 hour. There were a few drops on the glass walls and then 3 NaHCC> 3 spatulas were added to further neutralize the mixture and then the mixture was filtered on a folded filter paper.

Example 15 (RH II) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MhD8Mh and a 30% molar excess of an allyl initiated polyether of the formula CH2 = CH-CH2-O- ( CH 2 CH 2 O) 715-H. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 48 grams of polysiloxane hydride of the balanced MhDsMh formula containing 61.7 cc / g of active hydrogen, 69,1 g of polyether having an allyl content of 10,2 weight percent and 136 microliters; dibutylethanolamine as a buffer. The (heterogeneous) reaction mixture was heated to 72 ° C and platinum catalyst was introduced as 117 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was exothermic and the reactor temperature rose to 101 ° C in 14 minutes. The reaction was complete (ie the balanced SiH was consumed) after 1 hour. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. Balanced MhD8Mh was obtained in the manner cited in example 01.

Example 16 (RH III) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MDeD112M and a 30% molar excess of an allyl initiated polyether of the formula CH2 = CH-CH2-O- ( CH 2 -CH 2 -0) 3,5-H. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 38 grams of balanced MD6Dh2M polysiloxane hydride containing 59.5 cc / g of active hydrogen, 28.4 g of polyether with an allyl content of 19.0 weight percent and 77 microliters of dibutylethanolamine as a buffer. The (heterogeneous) reaction mixture was heated to 72 ° C and platinum catalyst was introduced as 66 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was exothermic and the reactor temperature rose to 85 ° C in minutes. The reaction was complete (ie the balanced SiH was consumed) after 1 hour. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. Balanced MD6Dh2M was obtained by adding 42.2 g of MM and 122.2 g of D4 and 35.6 g of MDh50M (or L31) with 163 microliters of trimethylsilyl trifluoromethanesulfonate. The glass vial was placed on a roller shaker for 24 hours to equilibrate, the next day 272 microliters of dibutylethanolamine were added for neutralization. The mixture was stirred on the roller shaker rolls for 1 hour. There were a few drops on the glass walls and then 3 NaHCO3 spatulas were added to further neutralize the mixture and then the mixture was filtered on a filter paper.

Example 17 (RH V) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MhD2Mh and a 30% molar excess of an initiated allyl, polyether CH2 = CH-CH2-O- (CH2CH2O) 7, eCH3. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 20 grams of balanced MhD2Mh polysiloxane hydride containing 158.8 cc / g of active hydrogen, 77,7 grams of allyl ether having an allyl content of 9,2 weight percent; then 115 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 73 ° C and platinum catalyst was introduced as 99 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. After the temperature rise, a second catalyst addition (10 ppm) is made (after 15 minutes, total time) and a third addition (10 ppm) is made after 36 minutes (total time) still at 74 ° C and then The thermostat-controlled bath was placed at 90 ° C and the temperature rose to 92 ° C after 120 minutes (total time). The reaction was complete (ie the equilibrated SiH was consumed) after 3 hours. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. Balanced MhD2Mh was obtained in the manner cited in example 05.

Example 18 (RH VI) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MhD4Mh and a 30% molar excess of an allyl initiated polyether CH2 = CH-CH2-O- (CH2CH2O) 7, eCH3. Nitrogen - coated glass reactor. atmospheric pressure, which was equipped with a temperature probe, a stirrer, a condenser, and a nitrogen inlet, was charged with 28 grams of balanced formula MhD4Mh polysiloxane hydride containing 104.1 cc / g active hydrogen, 71.4 grams of allyl ether having an allyl content of 9.7 weight percent; Then we added 116 microliters of dibutylethanolamine as a buffer. The (heterogeneous) reaction mixture was heated to 85 ° C and platinum catalyst was introduced as 99 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. As no temperature increase was observed, a second platinum addition was made after 10 minutes (total time) and the reactor temperature rose to 101 ° C in 23 minutes (total time). The reaction was complete (ie the balanced SiH was consumed) after 1 hour. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. Balanced MhD4Mh was obtained in the manner cited in example 04.

Example 19 (RH VII) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MhD2Mh and a 30% molar excess of trimethylolpropane monoallyl ether having the formula of Ch 2 = CH-CH 2 -O-CH 2 - C (CH 2 OH) 2 -C 2 H 5. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 24 grams of polysiloxane hydride of the balanced MhD2Mh formula containing 158.8 cc / g of active hydrogen, 38,9 grams of allyl ether with an allyl content by weight of 23,3 allyl; then 73 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 85 ° C and platinum catalyst was introduced as 73 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was complete (ie the balanced SiH was consumed) after 2 hours. The copolymer was naturally cooled in the reactor for 31 minutes and then removed. Balanced MhD2Mh was obtained in the manner cited in example 01.

Example 20 (RH VIII) a laboratory prepared material obtained from the hydrophilization reaction between the balanced MhD2Mh and a 30% molar excess of 2-allyloxyethanol having the formula CH 2 = CH-CH 2 -O-CH 2 CH 2 OH. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 24 grams of polysiloxane hydride of the balanced MhD2Mh formula containing 158.8 cc / g of active hydrogen, 22,7 grams of allyl ether with an allyl content of 40 weight percent; then 54 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 73 ° C and platinum catalyst was introduced as 47 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was exothermic and the reactor temperature rose to 154 ° C after 1.5 minutes, but after 30 minutes total time the reaction was not complete and an addition of 2 g of 2-allyloxyethanol was made at 68 ° C until completion of the reaction. hydrosylation reaction. It is to be understood here that the terms hydrosylation and hydrosylation are interchangeable. The reaction was complete (ie the equilibrated SiH was consumed) after 3 hours. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. Balanced MhD2Mh was obtained in the manner cited in example 05.

Example 21 (RH IX) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MhD2Mh and a 30% molar excess of 2-allyloxylal, 2-propanediol (or glycerin-1-allylether) having the formula of CH 2 = CH-CH 2 -OCH 2 f -CH (OH) -CH 2 OH. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 24 grams of polysiloxane hydride of the balanced formula MhD2Mh containing 158.8 cc / g of active hydrogen, 29,3 grams of allyl ether with an allyl content of 31 weight percent; then 62 microliters of dibutylethanolamine as a buffer was added. The (heterogeneous) reaction mixture was heated to 72 ° C and platinum catalyst was introduced as 53 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was exothermic and the reactor temperature rose to 147 ° C after 1.5 minutes, but another 10 pp platinum addition was made after 150 minutes (total time) at 71 ° C (an increase of five after this addition). The reaction was complete (i.e. the equilibrated SiH was consumed almost totally with less than 0.05 cc H2 / g SiH remaining) after 3 hours. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. Balanced MhD2Mh was obtained in the manner cited in example 05.

Example 22 (RH X) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MHD2MH and a 30% molar excess of 2-allylic alcohol having the formula of CH2 = CH-CH2-OH. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 20 grams of balanced MhD2Mh polysiloxane hydride containing 158.8 cc / g of active hydrogen, 10.8 grams of allylic alcohol with an allyl content of 70 weight percent then 56 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 61 ° C and platinum catalyst was introduced as 48 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was exothermic and the reactor temperature rose to 81 ° C after 4 minutes, but as the reaction was not yet complete, an addition of 10 ppm platinum catalyst was made after 25 minutes (total time) and at 62 ° C and Another addition of 10 ppm platinum catalyst plus 2 grams of allylic alcohol after 150 minutes (total time) at 62 ° C allowed the reaction to complete. The reaction was finally complete (ie the equilibrated SiH was consumed) after 4 hours. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. Excess allylic alcohol evaporated naturally. Balanced MhD2Mh was obtained in the manner cited in example 05.

Example 23 (RH XI) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MhD4Mh and a 30% molar excess of the trimethylolpropane monoalkyl ether having the formula of Ch2 = CH-CH2-OCH2-C ( CH 2 OH) 2-C 2 H 5. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 23.2 grams of balanced MhD4Mh polysiloxane hydride containing 104.1 cc / g active hydrogen, 24.8 grams of allyl ether with an allyl content of 23.3 percent by weight, then 56 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 68 ° C and platinum catalyst was introduced as 48 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was exothermic and the reactor temperature rose to 126 ° C after 2.5 minutes (total time). The reaction was complete (ie the balanced SiH was consumed) after 2 hours (total time). The copolymer was naturally cooled in the reactor for 30 minutes and then removed. Excess allylic alcohol evaporated naturally. Balanced MhD4Mh was obtained in the manner cited in example 04.

Example 24 (RH XII) is a laboratory prepared material obtained from the distillation-purified heptamethyltrisiloxane MDHM hydrophilation reaction and a 30% molar excess of the allyl glycidylether-initiated allyl of the formula CH2 = CH-CH2-OCH2CHOCH2 . An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was loaded with 55 grams of MDhM polysiloxane hydride containing 97.3 cc / g of active hydrogen, 35,5 grams of allyl ether with an allyl content of 35,9 weight percent; then 105 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 61 ° C and platinum catalyst was introduced as 90 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. As no temperature increase occurred, a second platinum addition (10 ppm) was made after 12 minutes (total time). The reaction was then exothermic and the reactor temperature rose to 146 ° C after 27.5 minutes (total time). After 2 hours (total time) we add 2 g of 10 wt platinum allylic ether at 61 ° C. The reaction was complete (ie the equilibrated SiH was consumed) after 4 hours. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. MDhM is 1,1,1,2,3,3,3 heptamethyltrisiloxane wherever it appears in the development and MDhM is distilled to a purity of 99 weight percent (wt%) wherever it appears in the development.

Example 25 (RH XIII) is a laboratory prepared material obtained from the hydrosylation reaction between distillation purified MDhM heptamethyltrisiloxane and a 30% molar excess of trimethylolpropane monoallyl ether having the formula of CH2 = CH-CH2-O-CH2- C (CH 2 OH) 2 -C 2 H 5. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 47.7 grams of MDhM polysiloxane hydride containing 97.3 cc / g active hydrogen, 47,4 grams of allyl ether with a weight percent allyl content of 23,3; Then we added 111 microliters of dibutylethanolamine as a buffer. The (heterogeneous) reaction mixture was heated to 76 ° C and platinum catalyst was introduced as 95 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was then exothermic and the reactor temperature rose to 135 ° C after 2.5 minutes (total time). A second addition of platinum (10 ppm) plus 2 grams of allyl ether was made after 60 minutes at 77 ° C. The reaction was complete (ie the balanced SiH was consumed) after 2 hours. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. MDhM was obtained in the manner cited in example 24.

Example 26 (RH XIV) is a laboratory prepared material obtained from the distillation-purified heptamethyltrisiloxane MDHM hydrophilation reaction and a 30% molar excess of an allyl-initiated polyether CH2 = CH-CH2-O- (CH2 -CH 2 O) 3,5-H. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was loaded with 45 grams of MDhM polysiloxane hydride containing 97.3 cc / g of active hydrogen, 55 grams of allyl ether with an allyl content of 19.0 weight percent; then 116 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 73 ° C and platinum catalyst was introduced as 100 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was then somewhat exothermic and the reactor temperature rose to 79 ° C after 5 minutes (total time). A second addition of platinum (10 ppm) was required and was done after 60 minutes (total time). The reaction was complete (ie the balanced SiH was consumed) after 2 hours. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. MDhM was obtained in the manner cited in example 24.

Example 27 (RH XV) is a laboratory prepared material obtained from the hydrosylation reaction between distillation purified heptamethyltrisiloxane MDhM and a 30% molar excess of an allyl-initiated polyether CH 2 = CH-CH 2 -O- ( CH 2 -CH 2 O) I 2 -H. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was loaded with grams of polysiloxane hydride of the general formula MDhM containing 97.3 cc / g 95.3 grams of active hydrogen, allylic ether having an allyl content of 7.3 weight percent; Then 146 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 73 ° C and platinum catalyst was introduced as 125 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was then exothermic and the reactor temperature rose to 103 ° C after 23 minutes (total time). A second addition of platinum (10 ppm) was required and made after 60 minutes at 73 ° C. The reaction was complete (ie the balanced SiH was consumed) after 2 hours. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. MDhM was obtained in the manner cited in example 24.

Example 28 is a commercial Silwet L77 product available from GE Silicones. Example 29 (RH: XVII) is a laboratory prepared material obtained from the hydrosylation reaction between heptamethyltrisiloxane MDhM and a 30% molar excess of 2-allyloxyethanol having the formula of CH2 = CH-CH2-0-CH2- CH (OH) An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 50 grams of MDhM polysiloxane hydride containing 97 , 3 cc / g active hydrogen and 29 grams of allyl ether with an allyl content of 40 weight percent, then 92 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 74 ° C and The platinum catalyst was introduced as 79 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum, the reaction was then exothermic and the reactor temperature increased to 147 ° C after 8 minutes (total time) A second addition of platinum was required and made after 90 minutes (total time) at 71 ° C. The reaction was complete (ie the balanced SiH was consumed) after 2 hours (total time). The copolymer was naturally cooled in the reactor for 30 minutes and then removed. MDhM was obtained in the manner cited in example 24.

Example 30 (RH XVIII). is a laboratory prepared material obtained from the hydrosylation reaction between heptamethyltrisiloxane MDhM and a 30% molar excess of 2-allyloxy, 2-propanediol (Glycerin-1-allylether) having the formula of Ch2 = Ch-Ch2- OCH 2 -CH (OH) -CH 2 OH. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was loaded with 40 grams of MDhM polysiloxane hydride containing 97.3 cc / g of active hydrogen and 29,9 grams of allyl ether having an allyl content of 31 weight percent; then 81 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 72 ° C and platinum catalyst was introduced as 70 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was then exothermic and the reactor temperature rose to 129 ° C after 4 minutes (total time). A second addition of platinum (10 ppm) plus 2 grams of 2-allyloxy, 2-propanediol was required and was made after 90 minutes (total time) at 71 ° C. To complete the reaction a final addition of 10 ppm platinum plus 1 gram of 2-allyloxy, 2-propanediol was performed after 120 minutes (total time). The reaction was complete (ie the balanced SiH was consumed) after 4 hours (total time). The copolymer was naturally cooled in the reactor for 30 minutes and then removed. MDhM was obtained in the manner cited in example: 24.

Example 31 (RH XIX) is a laboratory prepared material obtained from the hydrosylation reaction between heptamethyltrisiloxane MDhM and a 30% molar excess of allylic alcohol having the formula of CH 2 = CH-CH 2 -OH. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was loaded with 40 grams of MDhM polysiloxane hydride containing 97.3 cc / g of active hydrogen, 13,2 grams of allylic alcohol having an allyl content of 70 weight percent; then 62 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 60 ° C and platinum catalyst was introduced as 53 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was then somewhat exothermic without termination of the reaction. A second addition of platinum was required (10 ppm) plus 1 gram of allylic alcohol and was made after 60 minutes (total time) at 62 ° C. The reaction was complete (ie the balanced SiH was consumed) after 2 hours (total time). The copolymer was naturally cooled in the reactor for 30 minutes and then removed. MDhM was obtained in the manner cited in example 24.

Example 32 (RH XX) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MhD2Mh and a 30% molar excess of allyl glycidylether of the formula Ch2 = Ch-Ch2-OCh2ChOCh2. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 40 grams of balanced MhD2Mh polysiloxane hydride containing 158.8 cc / g of active hydrogen and 42,1 grams of allyl ether having an allyl content of 35,9 weight percent; then 95 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 70 ° C and platinum catalyst was introduced as 82 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was exothermic and the reactor temperature rose to 183 ° C after 3 minutes (total time). A second addition of platinum (10 ppm) was required and was done after 60 minutes at 72 ° C. The reaction was complete (ie the equilibrated SiH was consumed) after 3 hours. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. Balanced MhD2Mh is obtained in the manner cited in Example 05.

Example 33 (RH XXI) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MhD4Mh and a 30% molar excess of allyl glycidylether of the formula Ch2 = Ch-Ch2-OCh2ChOCh2. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 40 grams of polysiloxane hydride of the formula MhD4Mh containing 104.1 cc / g of active hydrogen, 27,6 grams of allyl ether having an allyl content of 35,9 weight percent; then 79 microliters of dibutylethanolamine were added as a buffer. The (heterogeneous) reaction mixture was heated to 71 ° C and platinum catalyst was introduced as 68 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was exothermic and the reactor temperature rose to 180 ° C in 1 minute. A second addition of 10 ppm platinum in addition to 1 g of allyl ether (it is to be understood here that reference to the phrases "allyl ether", "allyl alcohol", "allyl ether", or "allyl alcohol" or "polyether allyl-initiated "refers to specific allyl ether or allyl alcohol or" allyl-initiated polyether "described in the example in which the phrase appears, unless otherwise stated) · was required and made after 2 hours (total time) at 71 ° C. The reaction was complete (ie the balanced SiH was consumed) after 3 hours (total time).

The copolymer was naturally cooled in the reactor for 30 minutes and then removed. Balanced MhD4Mh is obtained in the manner cited in example 04.

Example 34 (RH XXII) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MDDhM and a 30% molar of 2-allyloxyethanol of the formula Ch2 = CH-CH2-O-CH2-CH2OH. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was loaded with 40 grams of balanced MDDhM polysiloxane hydride containing 72.9 cc / g of active hydrogen, 17.3 g of allyl initiated polyether having an allyl content of 40.0 weight percent and 67 microliters of dibutylethanolamine as a buffer. The (heterogeneous) reaction mixture was heated to 72 ° C and platinum catalyst was introduced as 57 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was complete (ie the balanced SiH was consumed) after 2 hours. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. Balanced MDDhM was obtained in the manner cited in Example 12.

Example 35 (RH XXIII) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MDDhM and a 30% molar excess of allyl initiated polyether CH2 = CH-CH2-O- (CH2-CH2O) 715 -H. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was loaded with 31 grams of MDDhM polysiloxane hydride containing 72.9 cc / g of active hydrogen, 52.7 g of the previous allyl-initiated polyether having an allyl content of 10.2 weight percent and 97 microliters of dibutylethanolamine as a buffer. The (heterogeneous) reaction mixture was heated to 72 ° C and platinum catalyst was introduced as 84 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The reaction was complete (ie the balanced SiH was consumed) after 2 hours. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. Balanced MDDhM was obtained in the manner cited in Example 12.

Example 36 (RH XXIV) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MDDhM and a 30% molar excess of allyl initiated polyether CH2 = CH-CH2-O- (CH2-CH2O) 715 -CH3. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 35 grams of balanced MDDhM polysiloxane hydride containing 72.9 cc / g of active hydrogen, 62.4 g of the allyl initiated polyether having an allyl content of 9.7 weight percent and 113 microliters of dibutylethanolamine as a buffer. The (heterogeneous) reaction mixture was heated to 72 ° C and platinum catalyst was introduced as 97 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. As no temperature increase occurred after 10 minutes (total time) 10 pp platinum was added and the thermostat-controlled bath temperature increased to 90 ° C. The temperature in the reactor rose to 110 ° C after 20 minutes (total time). The reaction was complete (ie the balanced SiH was consumed) after 1 hour. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. Balanced MDDhM was obtained in the manner cited in Example 12.

Example 37 (RH XXV) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MDDh M and a 30% molar excess of allyl glycidyl ether having the formula of CH2 = CH-CH2-0CH2 CH0CH2. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 35 grams of balanced MDDhM polysiloxane hydride containing 72.9 cc / g of active hydrogen, 16.9 g of allyl ether with an allyl content of 35.9 weight percent and 60 microliters of dibutylethanolamine as a buffer. The (heterogeneous) reaction mixture was heated to 85 ° C and platinum catalyst was introduced as 52 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. As there was no temperature increase after 10 minutes (total time) we added platinum 10 ppm. The reactor temperature rose to 92 ° C after 20 minutes (total time). The reaction was complete (ie the equilibrated SiH was consumed) after 3 hours. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. Balanced MDDhM is obtained in the manner cited in Example 12.

Example 38 (RH XXVI) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MDDhM and a 30% molar excess of trimethylolpropane monoallyl ether (TMPMAE) having the formula of Ch2 = CHCH2-O-CH2 -C (CH 2 GH) 2-C 2 H 5. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 35 grams of balanced MDDhM polysiloxane hydride containing 72.9 cc / g of active hydrogen, 26 g of trimethylolpropane monoallyl ether with an allyl content of 23.3 weight percent and 71 microliters of dibutylethanolamine as a buffer. The (heterogeneous) reaction mixture was heated to 74 ° C and platinum catalyst was introduced as 61 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The temperature rose to 134 ° C after 2 minutes (total time). As the reaction was not yet complete after 3 hours (total time), 10 pp platinum was added in addition to 1 gram of trimethylolpropane monoallyl ether at 73 ° C. The reaction was complete (ie the equilibrated SiH was consumed) after 4 hours. The copolymer was naturally cooled in the reactor for 30 minutes and was then removed. Balanced MDDhM was obtained in the manner cited in Example 12.

Example 39 (RH XXVII) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MDDhM and a 30% molar excess of 2-allyloxy, 2-propanediol (glycerin-1-allyl ether) having the formula of Ch 2 = CHCH 2 -OCH 2 -CH (OH) CH 2 OH. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was charged with 40 grams of MDDhM polysiloxane hydride containing 72.9 cc / g of active hydrogen, 22.4 g of allyl ether with an allyl content of 31 weight percent and 73 microliters of dibutylethanolamine as a buffer. The (heterogeneous) reaction mixture was heated to 73 ° C and platinum catalyst was introduced as 62 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The temperature rose to 124 ° C after 5 minutes. As the reaction was not complete after 60 minutes (total time), 10 pp platinum and 2 grams of allyl ether were added. The reaction was complete (ie the balanced SiH was consumed) after 2 hours (total time). The copolymer was naturally cooled in the reactor for 30 minutes and then removed. Balanced MDDhM was obtained in the manner cited in Example 34.

Example 40 (RH XXVIII) is a laboratory prepared material obtained from the hydrosylation reaction between the balanced MDDhM and a 30% molar excess of 2-allylic alcohol having the formula of CH 2 = CH-CH 2 -OH. An atmospheric pressure nitrogen-coated glass reactor, which was equipped with a temperature probe, a stirrer, a condenser and a nitrogen inlet, was loaded with 40 grams of balanced MDDhM polysiloxane hydride containing 72.9 cc / g of active hydrogen, 9.9 g of the above allylic alcohol having an allyl content of 70 weight percent of the allyl group and 58 microliters of dibutylethanolamine as a buffer. The (heterogeneous) reaction mixture was heated to 61 ° C and platinum catalyst was introduced as 50 microliters of a 3.3% chloroplatinic acid solution in ethanol, corresponding to 10 ppm platinum. The temperature in the reactor did not rise. After 15 minutes (total time), the thermostat-controlled bath temperature increased to 80 ° C. After 60 minutes (total time), 10 pp platinum was added at 74 ° C. After 2 hours (total time), the thermostat-controlled bath temperature increased to 90 ° C. Another 10 pp platinum addition was performed at 740 ° C after 200 minutes (total time). The temperature rose to 86 ° C and to complete the reaction 2 grams of allyl ether was added at 74 ° C after 300 minutes (total time). The reaction was finally complete (that is, the balanced SiH was consumed) after 6 hours. The copolymer was naturally cooled in the reactor for 30 minutes and then removed. Balanced MDDhM was obtained in the manner cited in Example 12.

Example 41 (Y-17015) is a commercial product of GE.

Example 42 (WARO 2590) is a laboratory prepared material obtained from the hydrosylation reaction between MhMh and an allyloxyethanol having the formula of CH 2 = CH-CH 2 -O-C 2 H 4 OH with added molar excess allyloxyethanol (30%) in the presence of a Karstedt PTS ("platinum tetravinil siloxane") catalyst (1% platinum in toluene). In a bottle with a magnetic stirrer, a dropping funnel and a nitrogen-washed reflux condenser, 26.26 grams of allyloxyethanol allyl ether was mixed with 0.1 gram of PTS (containing 1% platinum metal) and the mixture is heated to 70 ° C. Then 13.4 g of MhMh is added dropwise over 10 minutes to complete the reaction. The system itself heated to 140 ° C during hydrosylation. The mixture was further stirred for 60 minutes at 130 ° C and allowed to cool. The reaction product is predominantly Si-C bound as seen by NMR. The weight of product obtained was 37.4 g. MhMh is commercially available from Fluka in the manner indicated above.

Example 43 (WARO 2591) is a laboratory prepared material obtained from the 30% molar excess balanced MhMh hydrophilylation reaction product of an allyl initiated polyether of the formula CH2 = CH-CH2-O- (CH2CH2O ) 4fI-H in the presence of the Karstedt PTS catalyst (1% platinum in toluene). In a bottle with a magnetic stirrer, a dropping funnel and a nitrogen-washed reflux condenser, 33.93 g of the allyl initiated polyether was mixed with 0.1 gram PTS (containing 1% platinum metal) and the mixture was heated to 70 ° C. Then 6.7 grams of MhMh is added dropwise over 20 minutes to complete the reaction. The system itself heated to 120 ° C during hydrosylation. The mixture was further stirred for 60 minutes at 130 ° C and allowed to cool. The reaction product is predominantly Si-O-C bound as seen by NMR. The weight of product obtained was 38.4 g. MhMh is commercially available from Fluka in the manner indicated above.

Example 44 (WARO 2592) is a laboratory prepared material obtained from the hydrosylation reaction between MhMh and an allyl initiated polyether of the formula CH 2 = CHCH 2 -O- (CH 2 CH 2 O) 5 17 M added in excess of molar (30%) and in the presence of the Karstedt PTS catalyst. In a bottle with a magnetic stirrer, a dropping funnel and a nitrogen-washed reflux condenser, 47.5 g of the allyl initiated polyether was mixed with 0.1 gram PTS (containing 1% Platinum) and the mixture was mixed. heated to 70 ° C. Then 6.7 g of MhMh are added dropwise over 20 minutes to complete the reaction. The system itself heated to 120 ° C during hydrosylation. The mixture was further stirred for 60 minutes at 130 ° C and allowed to cool. The reaction product is predominantly Si-O-C bound as seen by NMR. The weight of product obtained was 52.7 g. MhMh is commercially available from Fluka in the manner indicated above.

Example 45 (WARO 2593) is a laboratory prepared material obtained from the hydrosylation reaction between MhMh and an allyl initiated polyether of the formula CHa = CHCH2-O- (CH2CH2O) 615H added in excess of molar (30%) in the presence of Karstedt PTS catalyst. In a bottle with a magnetic stirrer, a dropping funnel and a nitrogen-washed reflux condenser, 49.53 grams of the allyl-initiated polyether was mixed with 0.1 gram of PTS (containing 1% platinum metal) and the The mixture was heated to 70 ° C. Then 6.7 grams of MhMh was added dropwise over 20 minutes to complete the reaction. The system itself heated to 130 ° C during hydrosylation. The mixture was further stirred for 60 minutes at 130 ° C and allowed to cool. The reaction product is predominantly Si-C bound as seen by NMR. The weight of product obtained was 40.6 g. MhMh is commercially available from Fluka in the manner indicated above.

Example 46 (WARO 2594) is a laboratory prepared material obtained from the hydrosylation reaction between MhMh and an allyl initiated polyether of the formula CH2 = CH-CH2-O- (C (H) (CH3) -CH2O ) 16H added in molar excess (30%) in the presence of the Karstedt PTS type catalyst. In a bottle with a magnetic stirrer, a dropping funnel and a nitrogen-washed reflux condenser, 39.0 grams of the allyl-initiated polyether was mixed with 0.1 gram PTS (containing 1% Platinum) and the mixture was heated to 70 ° C. Then 13.4 grams of MhMh was added dropwise over 10 minutes. The system itself heated to 140 ° C during hydrosylation. The mixture was further stirred for 60 minutes at 130 ° C and allowed to cool. The reaction product is predominantly Si-C bound as seen by NMR. The weight of product obtained was 52 g. MhMh is commercially available from Fluka in the manner indicated above.

Example 47 (WARO 2595) is a laboratory prepared material obtained from the hydrosylation reaction between MhMh and a polyether-initiated vinyl of the formula CH2 = CH-O- (CH2-CH2O) 2H with the vinyl-initiated polyether added in molar excess (30%) in the presence of the Karstedt PTS type catalyst. In a bottle with a magnetic stirrer, a nitrogen-washed drip funnel and a reflux condenser, 34.06 grams of the vinyl-initiated polyether was mixed with 0.1 gram of PTS (containing 1% Platinum) and the mixture was heated to 70 ° C. Then 13.4 grams of MhMh was added dropwise over 15 minutes. The system itself heated to 120 ° C during hydrosylation. The mixture was further stirred for 60 minutes at 130 ° C and allowed to cool. The reaction product is predominantly Si-O-C bound as seen by NMR. The weight of product obtained was 44.6 g. MhMh is commercially available from Fluka in the manner indicated above.

Example 48 (WARO 2596) is a laboratory prepared material obtained from the hydrosylation reaction between MhMh and a vinyl-initiated polyether of the formula CH2 = CH-O- (CH2-CH2O) 2-CH3 with the polyether-initiated polyether. vinyl added in excess of molar (30%) in the presence of Karstedt PTS type catalyst. In a bottle with a magnetic stirrer, a dropping funnel and a nitrogen-washed reflux condenser, 49.14 grams of the vinyl-initiated polyether was mixed with 0.1 gram PTS (containing 1% Platinum) and the mixture was mixed. heated to 70 ° C. Then 13.4 grams of MhMh was added dropwise over 15 minutes. The system itself heated to 120 ° C during hydrosylation. The mixture was further stirred for 60 minutes at 130 ° C and allowed to cool. The reaction product was predominantly Si-O-C bound as seen by NMR. The weight of product obtained was 57.5 g. MhMh is commercially available from Fluka in the manner indicated above. Example 49 (WARO 2597) is a laboratory prepared material obtained from the hydrosylation reaction between MhMh and a vinyl-initiated polyether of the formula Ch2 = CH-O- (CH2-CH2O) 4-CH = CH2 with the polyether It is started in vinyl added in excess of molar (30%) in the presence of the Karstedt PTS catalyst. In a bottle with a magnetic stirrer, a dropping funnel and a nitrogen-washed reflux condenser, 31.85 grams of the vinyl-initiated polyether was mixed with 0.1 gram of PTS (containing 1% Platinum) and the mixture was mixed. heated to 70 ° C. Then 6.7 grams of MhMh was added dropwise over 20 minutes to complete the reaction. The mixture was further stirred for 60 minutes at 130 ° C and allowed to cool. The reaction product was predominantly Si-C bound as seen by NMR. The weight of product obtained was 35.1 g. MhMh is commercially available from Fluka in the manner indicated above.

Example 50 (WARO 3609) is a laboratory prepared material obtained from the hydrosylation reaction between MhMh and trimethylolpropane monoalkyl ether with the added molar excess allyl ether (30%) in the presence of the Karstedt PTS type catalyst. In a bottle with a magnetic stirrer, a dropping funnel and a nitrogen-washed reflux condenser, 45.24 g of the allyl ether was mixed with 0.1 gram PTS (containing 1% Platinum) and the mixture was heated to 70 ° C. Then 13.4q MhMh were added dropwise over 10 minutes. The system itself heated to 120 ° C during hydrosylation. The mixture was further stirred for 60 minutes at 130 ° C and allowed to cool. The reaction product is predominantly Si-C bound as seen by NMR. The weight of product obtained was 57.1 g. MhMh is commercially available from Fluka in the manner indicated above.

Example 51 (WARO 3743) is a laboratory prepared material obtained from the hydrosylation reaction between MhMh and an allyl initiated polyether of the formula CH2 = CH-CH2 - (CH2-CH2O) 5j8-CH3 with the polyether initiated in allyl added in excess of molar (3D%) in the presence of catalyst H2PtCl6 (containing 1% Platinum). In a bottle with a magnetic stirrer, a dropping funnel and a nitrogen-washed reflux condenser, 43.2g of the allyl-initiated polyether was mixed with 0.1 gram of H2PtCl6 (containing 1% platinum metal) and the mixture was mixed. heated to 75 ° C. Then 13.4 g of MhMh was added dropwise over 15 minutes. The system itself heated to 90 ° C during hydrosylation. The mixture was further stirred for 80 minutes at 130 ° C and allowed to cool. The reaction product was predominantly Si-C bound as seen by NMR. The weight of product obtained was 49.1 g. MhMh is commercially available from Fluka in the manner indicated above.

Example 52 (WARO 3744) is a laboratory prepared material obtained from the hydrosylation reaction between MhMh and an allyl initiated polyether of the formula CH2 = CH-CH2-O- (CH2-CH2O) 6f8-CH3 with polyether It is started in ally added molar excess (30%) in the presence of H2PtCle catalyst (containing 1% Platinum). In a bottle with a magnetic stirrer, a dropping funnel and a nitrogen-washed reflux condenser, 4.0 g of the allyl-initiated polyether was mixed with 0.56 g of MhMh. The mixture was heated to 70 ° C and the 0.02 gram H2 PtCl catalyst (containing 1 percent platinum metal) was added. The system did not heat by itself during hydrosylation. The mixture was further stirred for 60 minutes at 130 ° C and allowed to cool. The reaction product was predominantly Si-C bound as seen by NMR. The weight of product obtained was 4.5 g. MhMh is commercially available from Fluka in the manner indicated above.

Example 53 (WARO 3745) is a laboratory prepared material obtained from the hydrosylation reaction between MhMh and an allyl initiated polyether of the formula CH2 = CH-CH2-O- (CH2-CH2O) 4iI-CH3 with polyether initiated on ally added molar excess (30%) in the presence of the H2PtCle catalyst (containing 1% Platinum). In a bottle with a magnetic stirrer, a dropping funnel and a nitrogen-washed reflux condenser, 33.2 g of the allyl initiated polyether were mixed with 0.1 gram H2PtCle (containing 1% Platinum) and the mixture was heated. at 72 ° C. Then 6.7 g of MhMh was added dropwise over 5 minutes. The system itself heated to 92 ° C during hydrosylation. The mixture was further stirred for 70 minutes at 130 ° C and allowed to cool. The reaction product was predominantly Si-C bound as seen by NMR. The weight of product obtained was 4.5 g. MhMh is commercially available from Fluka in the manner indicated above.

Example 54 (WARO 2598) is a laboratory prepared material obtained from the hydrosylation reaction between MhDMh and an allyl initiated polyether of the formula CH2 = CH-CH2-O- (CH2-CH2O) H with the polyether initiated in allyl added in excess of molar (30%) in the presence of the Karstedt PTS type catalyst. In a bottle with a magnetic stirrer, a dropping funnel and a nitrogen-washed reflux condenser, 26.26 g of the allyl ether were mixed with 0.1 gram of PTS (containing 1% platinum) and the mixture was heated to 70 ° C. Then 13.4 g of MhDMh were added dropwise over 20 minutes. The system itself heated to 150 ° C during hydrosylation. The mixture was further stirred for 60 minutes at 140 ° C and allowed to cool. The reaction product was predominantly Si-C bound as seen by NMR. The weight of product obtained was 45.5 g. Balanced MhDMh was obtained as follows: 600 g MhDMh was obtained from the equilibrium of 1,025 g MhMh and 3,800 g MhD2Mh (see preparation in example 05) in the presence of Levatit K2641 120 g (an acid modified polystyrene ion exchanger). available at reflux for 3 hours (temperature reached 97 ° C) and after cooling, the Levatit ion exchanger was filtered through a folded filter paper with a pore size of 10 grams. The final product was distilled to obtain a product of 96% purity.

Example 55 (WARO 2599) is a laboratory prepared material obtained from the reaction of hydrosylation between 30% molar excess balanced MhDMh of the starting allyl of the formula CH2 = CH-CH2-O- (CH2CH2O) 4.1 -H in the presence of the Karstedt PTS catalyst. In a bottle with a magnetic stirrer, a nitrogen-washed dropping funnel and a reflux condenser, 33.93 g of the allyl ether were mixed with 0.1 gram of PTS (containing 1 percent platinum) and the mixture was heated to 70 ° C. Then 10.4 g of MhDMh was added dropwise over 10 minutes. The system itself heated to 130 ° C during hydrosylation. The mixture was further stirred for 60 minutes at 130 ° C and allowed to cool. The reaction product was predominantly Si-C bound as seen by NMR. The weight of product obtained was 42.8 g. Balanced MhDMh was obtained in the manner cited in example 54.

Example 56 (WARO 3601) is the reaction product of the 30% molar excess MhDMh equilibrated hydrophilation of the starting allyl of the formula CH2 = CHCH2-O- (CH2CH2O) 5.7-H in the presence of the Karstedt PTS catalyst . In a bottle with a magnetic stirrer, a dropping funnel and a nitrogen-washed reflux condenser, 47.5 g of the allyl ether were mixed with 0.1 gram PTS (containing 1% Platinum) and the mixture was heated to 70 ° C. Then 10.4 g of MhDMh was added dropwise over 10 minutes. The system itself heated to 120 ° C during hydrosylation. The mixture was further stirred for 60 minutes at 150 ° C and allowed to cool. The reaction product was predominantly Si-C bound as seen by NMR. The weight of product obtained was 52.7 g. Balanced MhDMh was obtained in the manner cited in example 54.

Example 57 (WARO 3602) is a laboratory prepared material obtained from the reaction of hydrosylation between 30% molar excess balanced MhDMh of the allyl initiated polyether of the formula CH2 = CHCH2-O- (CH2CH2O) 6.5- H in the presence of the Karstedt PTS type catalyst. In a bottle with a magnetic stirrer, a dropping funnel and a nitrogen-washed reflux condenser, 49.53 g of the allyl ether were mixed with 0.1 gram PTS (containing 1 percent Platinum) and the mixture was heated to 70 ° C. Then 10.4 g of MhDMh was added dropwise over 10 minutes. The system itself heated to 140 ° C during hydrosylation.

The mixture was further stirred for 60 minutes at 150 ° C and allowed to cool. The reaction product was predominantly Si-C bound as seen by NMR. The weight of product obtained was 58.7 g. Balanced MhDMh was obtained in the manner cited in example 54.

Example 58 (WARO 3603) is a laboratory prepared material obtained from the reaction of hydrosylation between 30% molar excess balanced MhDMh of the starting allyl of the formula CH2 = CHCH2-O- (C (H) (CH3) - CH 2 O) lf6-H in the presence of the Karstedt PTS type catalyst. In a bottle with a magnetic stirrer, a dropping funnel and a nitrogen-washed reflux condenser, 39.0 g of the allylic ether were mixed with 0.1 gram PTS (containing 1 weight percent platinum metal) and the mixture was warmed to 70 ° C. Then 20.8 g of MhDMh was added dropwise over 10 minutes. The system itself heated to 160 ° C during hydrosylation. The mixture was further stirred for 60 minutes at 140 ° C and allowed to cool. The reaction product was predominantly Si-C bound as seen by NMR. The weight of product obtained was 58.2 g. Balanced MhDMh was obtained in the manner cited in example 54.

Example 59 (WARO 3604) is a laboratory prepared material obtained from the reaction of hydrosylation between 30% molar excess balanced MhDMh of the vinyl-initiated polyether of the formula CH2 = CH-0- (CH2-CH2O) 2 ~ H in the presence of the Karstedt PTS type catalyst. In a bottle with a magnetic stirrer, a nitrogen-washed dropping funnel and a reflux condenser, 34.06 g of the vinyl ether was mixed with 0.1 gram PTS (containing 1% Platinum) and the mixture was heated to 70 ° C. Then 20.8 g of MhDMh was added dropwise over 15 minutes. The system itself heated to 150 ° C during hydrosylation. The mixture was further stirred for 60 minutes at 140 ° C and allowed to cool. The reaction product was predominantly Si-C bound as seen by NMR. The weight of product obtained was 53.1 g. Balanced MhDMh was obtained in the manner cited in example 54.

Example 60 (WARO 3605) is a laboratory prepared material obtained from the reaction of hydrosylation between 30% molar excess balanced MhDMh of the vinyl-initiated polyether of the formula CPb = CH-O- (CH2-CH20) 3- CH3 in the presence of the Karstedt PTS catalyst. In a bottle with a magnetic stirrer, a dropping funnel and a nitrogen-washed reflux condenser, 33.0 g of the vinyl ether was mixed with 0.1 gram PTS (containing 1% Platinum) and the mixture was heated to 70 ° C. Then 13.96 g of MhDMh was added dropwise over 10 minutes. The system itself heated to 110 ° C during hydrosylation.

The mixture was further stirred for 60 minutes at 140 ° C and allowed to cool. The reaction product was predominantly Si-C bound as seen by NMR. The weight of product obtained was 43.9 g. Balanced MhDMh was obtained in the manner cited in example 54.

Example 61 (WARO 3606) is a laboratory prepared material obtained from the hydrophilization reaction between 30% molar excess balanced MhDMh of the vinyl-initiated polyether of the formula CH2 = CH-O- (CH2-CH2O) 4- CH = CH2 in the presence of the Karstedt PTS catalyst.

In a bottle with a magnetic stirrer, a nitrogen-washed dropping funnel and a reflux condenser, 31.85 g of the vinyl ether was mixed with 0.1 gram PTS (containing 1 percent platinum metal) and the mixture was heated. at 70 ° C. Then 10.4 g of MhDMh was added dropwise over 10 minutes. The system itself heated to 100 ° C during hydrosylation. The mixture was further stirred for 60 minutes at 150 ° C and allowed to cool. The reaction product was predominantly Si-C bound as seen by NMR. The weight of product obtained was 39.2 g. Balanced MhDMh was obtained in the manner cited in example 54.

Example 62 (WARO 3610) is a laboratory prepared material obtained from the hydrosylation reaction between the 30% molar excess balanced MhDMh of the allyl initiated in trimethylolpropane monoallyl ether in the presence of the Karstedt PTS type catalyst. In a bottle with a magnetic stirrer, a dropping funnel and a nitrogen-washed reflux condenser, 22.62 g of the allyl ether were mixed with 0.1 gram PTS (containing 1 percent Platinum) and the mixture is heated to 70 ° C. Then 10.4 g of MhDMh was added dropwise over 10 minutes. The system itself heated to 150 ° C during hydrosylation. The mixture was further stirred for 60 minutes at 150 ° C and allowed to cool. The reaction product is predominantly Si-C bound as seen by NMR. The weight of product obtained was 31.4 g. Balanced MhDMh was obtained in the manner cited in example 54.

Example 63 (WARO 3748) is a laboratory prepared material obtained from the hydrophilization reaction between 30% molar excess balanced MhDMh of the polyether initiated allyl of the formula CH2 = CH-CH2-O- (CH2-CH2O) 6 , S-CH3 in the presence of the Karstedt PTS type catalyst. In a bottle with a magnetic stirrer, a dropping funnel and a nitrogen-washed reflux condenser, 10.4 g of the allyl-initiated polyether was mixed with 0.1 gram PTS (containing 1% Platinum) and the mixture was mixed. heated to 70 ° C. Then 10.4 g of MhDMh was added dropwise over 5 minutes. The system itself heated to 148 ° C during hydrosylation. The mixture was further stirred for 90 minutes at 130 ° C and allowed to cool. The reaction product was predominantly Si-C bound as seen by NMR. The weight of product obtained was 57 g. Balanced MhDMh was obtained in the manner cited in example 54.

Example 64 (WARO 3749) is a laboratory prepared material obtained from the hydrophilization reaction between 30% molar excess balanced MhDMh of the allyl initiated polyether of the formula CH2 = CH-CH2-O- (CH2-CH2O) 5, S-CH3 in the presence of the Karstedt PTS type catalyst. In a bottle with a magnetic stirrer, a nitrogen-washed dropping funnel and a reflux condenser, 43.2 g of the allyl polyether were mixed with 0.1 gram PTS (containing 1% platinum metal) and the mixture was heated to 76 ° C. Then 10.4 g of MhDMh was added dropwise over 7 minutes. The system itself heated to 150 ° C during hydrosylation. The mixture was further stirred for 60 minutes at 130 ° C and allowed to cool. The reaction product was predominantly Si-C bound as seen by NMR. The weight of product obtained was 54.2 g. Balanced MhDMh was obtained in the manner cited in example 54.

Example 65 (WARO 3751) is a laboratory prepared material obtained from the hydrophilization reaction between the 30% molar excess balanced MhDMh of the allyl initiated polyether of the formula CH2 = CH-CH2-O- (CH2-CH20) 4/1-CH3 in the presence of the Karstedt PTS type catalyst. In a bottle with a magnetic stirrer, a nitrogen-washed dropping funnel and a reflux condenser, 33.2 g of the allyl polyether were mixed with 0.1 gram PTS (containing 1% platinum metal) and the mixture was mixed. heated to 82 ° C. Then 10.4 g of MhDMh was added dropwise over 7 minutes. The system itself heated to 130 ° C during hydrosylation. The mixture was further stirred for 60 minutes at 130 ° C and allowed to cool. The reaction product was predominantly Si-C bound as seen by NMR. The weight of product obtained was 43.6 g. Balanced MhDMh was obtained in the manner cited in example 54.

Example 66 (Silwet L-7280) is a commercial product of GE Silicones. Example 67 (Silwet 1-7607) is a commercial product of GE Silicones. Example 68 (Y-14759) is a commercial product of GE Silicones

Example 69 (Y-17188) is an experimental product made by mixing Y-17015 (40 wt%) and UCON 50H1500 (60 wt%). UCON 50H1500 is a commercial material available from Dow Chemicals.

Example 70 (Y-17189) is an experimental product made by mixing Pluronic 17R2 (40 w-%), Rhodasurf DA-530 (30 wt%) and Y-17015 (30 wt%). Pluroninc 17R2 is available from BASF Chemcials and Rhodasurf DA-530 is available from Rhodia Chemicals.

Example 71 (Y-17190) is an experimental product made by mixing Genapol X 50 (30 wt%); Pluronie L-62 (40 wt%) and Y-17015 (30 wt%). Genapol X50 is available from Clariant Chemicals and Pluroninc L-62 is available from BASF Chemicals. Example A is an industry-provided organic demulsifier as Reference-B that is part of the ethoxylated alcohol family. Example B is an industry-provided organic demulsifier as Reference C that is part of the glycoside family. Example C is a secret trademark as described above. No separation in Example C was observed at 2% 1% and 0.5% and thus is not included in Tables 2a, 2b and 2c. Table 2a: Amount of aqueous phase (in volume% based on total volume of initial sludge sample) as a function of time during phase separation of 2% w / w (demulsifier weight / sludge weight) by measurements of Turbiscan at 29 ° C. (2% w / w de-emulsifier corresponds to 1 g of de-emulsifier in 50 g of sludge) For Examples 43, 55 and 56 small amounts of samples were available and so we used 0.4 g in addition to 20 g of sludge.

<table> table see original document page 115 </column> </row> <table> Table 2b

<table> table see original document page 116 </column> </row> <table> Table 2c

<table> table see original document page 117 </column> </row> <table> Table 3a

<table> table see original document page 118 </column> </row> <table> (a) Calculation taking into account the percentage (by volume) of the separated aqueous phase after 30 minutes (total time), ie 32% and 68% of sludge remaining after separation (based on total sample volume of initial sludge).

(b) Calculation taking into account the percentage (by volume) of separated aqueous phase after 60 minutes (total time), ie 37% and 63% of sludge remaining after separation (based on the total sample volume of initial mud).

c) Calculation taking into account the percentage (by volume) of separated aqueous phase after 30 minutes (total time), ie 57% and 43% of sludge remaining after separation (based on total sample volume of initial mud).

d) Calculation taking into account the percentage (by volume) of separated aqueous phase after 60 minutes (total time), ie 57% and 43% of sludge remaining after separation (based on total sample volume of initial mud).

Table 3b: Percentage by weight of mixture content (using the Karl Fischer method at 25 ° C) of the pure slurry sample (before separation) and the solid phase separated both after 6 hours and after 12 hours (total time after stirring of the treated sludge with 2% (by weight) of demulsifier (based on initial sludge sample weight or 1 g in addition to 50 g sludge)). Percentage of mix content is based on the weight of the sample being analyzed.

<table> table see original document page 120 </column> </row> <table> <table> table see original document page 121 </column> </row> <table> Table 3c

<table> table see original document page 122 </column> </row> <table> Table 3d: Concentration of heavy metals in the separated aqueous phase (both after 6 hours and after 12 hours (total time after agitation of the slurry treated with 2% w / w de-emulsifier (based on initial sludge sample weight or 1 g over 50 g sludge))) measured with an Inductively Coupled Plasma Atomic Emission Spectrometer (ICP) _

<table> table see original document page 123 </column> </row> <table> Table 4

<table> table see original document page 124 </column> </row> <table> Conclusively, after 60 minutes of separation, Examples 10B, 12 and 13 give the best clarity of water. After 15 hours of separation, Examples 10B, 41, 12 and 13 give the best clarity of water. These results indicate that the aqueous phases do not require any flocculants to further separate them.

Although the description comprises many particularities, these particularities should not be construed as limitations, but merely as exemplifications of specific embodiments thereof. Those skilled in the art consider many other embodiments within the scope and spirit of the description as defined by the appended claims.

Claims (36)

1. Composition, characterized in that it comprises: (a) at least one silicone surfactant, and wherein the silicone surfactant silicone (a) has the general structure of: M1aM2bD1cD2dT1eT2fQg; where M1 = R1R2R3SiOi / 2; M2 = R4 R5 R6 SiO / 2; D1 = R7 R8 SiO2 / 2; D 2 = R 9 R 10 SiO 2/2; T1 = R11 Si03 / 2; T2 = R12 SiO3 / 2; Q = SiO4 / 2 where R1, R2, R3, R5, R6, R7, R8, R10, and R11 are each independently selected from the group consisting of monovalent hydrocarbon radicals containing one to twenty carbon atoms, hydrogen, OH and OR13, where R13 is a hydrocarbon group containing from 1 to about 4 carbon atoms, R4, R9 and R12 are independently hydrophilic organic groups, and where subscripts a, b, c, d, e, f and f are zero or positive integers for molecules subject to the following limitations: (a + b) is equal to both (2 + and + f + 2g) and (e + f + 2g), b + d + f≥l, and, -2 ≤ (a + b + c + d + e + f + g) ≥100; and, b) a mixture comprising an aqueous phase, a solid loading phase and optionally an oil phase which is substantially insoluble in said aqueous phase. Composition according to Claim 1, Further characterized in that: R 4, R 9 and R 12 are independently hydrophilic organic groups selected from the group consisting of Z1, Z2, Z3, and Z8 wherein, Z1 is at least one group. polyoxyalkylene having the general formula B1O (ChH2hO) nR14 where B1 is an alkylene radical containing from 2 to about 4 carbon atoms R14 is a hydrogen atom, or a hydrocarbon radical containing from 1 to about 4 carbon atoms; n is 1 to 100; h is 2 to 4 which provides at least one polyoxyalkylene group provided that at least about 10 molar percent of at least one polyoxyalkylene group is polyoxyethylene; Z 2 has the general formula B2 (OH) m where B2 is a hydrocarbon containing from 2 to about 20 carbon atoms and optionally containing oxygen and / or nitrogen groups, and is sufficient to provide hydrophilicity, Z3 is the reaction product. an epoxy adduct with a primary or secondary hydrophilic amine; Z8 is at least one polyoxyalkylene group having the general formula: OB7O (ChH2hO) nR14 where B7 is an alkyl bridge containing from 2 to about 12 carbon atoms or an aryl bridge containing from 2 to about 12 carbon atoms. carbon; R14 is hydrogen, or a hydrocarbon radical containing from 1 to about 4 carbon atoms; η is 1 to 100; h is 2 to 4, which provides at least one polyoxyalkylene group provided that at least about 10 weight percent of the at least one polyoxyalkylene group is polyoxyethylene; and wherein 2 (a + b + c + d + e + f + g) <100. Composition according to Claim 2, Further characterized in that the silicone surfactant silicone (a) has the general structure of: M1aM2bD1cD2d where M1 = R1R2R3SiOiz2; M2 = R4R5R6 SiOiz2; D1 = R7 R8 SiO2 Z2; -02 = R9 R10 SiO2 Z2; where R1 is selected from the group consisting of monovalent hydrocarbon radicals containing one to six carbon atoms, hydrogen, OH and OR13, where R13 is a hydrocarbon group containing from 1 to about 4 carbon atoms, and R2, R3, R5, R6, R7, R8 and R10 are each independently selected from the group consisting of monovalent hydrocarbon radicals containing one to six carbon atoms, hydrogen, OH and OR13, where R13 is a hydrocarbon group containing from 1. at about 4 carbon atoms, R4 and R9 are independently selected from the group consisting of Z1, Z2, Z3, and Z8 where, a + b is about 2 and 2 (a + b + c + d) <75. A composition according to claim 3, further characterized by the fact that hydrophilic organic groups further comprise the case where R 4, R 9 and R 12 are independently selected from the group consisting of Z 2, Z 4, Z 6 and Z 9, where Z4 has the general formula B1O (C2H4O) p (C3H6O) qR14 where B1 is an alkylene radical containing from 2 to about 4 carbon atoms R14 is hydrogen, or a hydrocarbon radical containing from 1 to about 4 carbon atoms. carbon, ρ is 1 to 15, q <10 and p ≤ q; Z6 is selected from the general formula of: c. B5 (OB6) sN (R15) 2 or <formula> formula see original document page 129 </formula> d. wherein B5 and B6 are independently hydrocarbon radicals containing from 2 to about 6 carbon atoms, which may optionally contain OH, s is O or 1, and each R 15 is independently hydrogen or an alkylene oxide group having the general formula ( CuH2uO) v, -R16 where u is 2-4, provided that at least 50 molar percent of the alkylenoxide groups are oxyethylene; R16 is hydrogen, or a hydrocarbon radical containing from 1 to about 4 carbon atoms; R17 is either a nitrogen atom or an oxygen atom on the condition that if R17 is an oxygen atom, then w = 0, and if R17 is a nitrogen atom, then w = 1, R18 is independently selected. from an alkylene oxide group having the general formula - (CuH 2 O) v -R 16 where u is 2 to -4 and v is 1 to 10, provided that at least about 50 molar percent of the alkylenoxide groups are oxyethylene; R18 groups are independently selected from the group consisting of hydrogen, OH, a hydrocarbon radical containing from 1 to about 4 carbon atoms and an alkylenoxide group having the general formula - (CuH2uO) v-R16 where u is 2 to 4 and v is 1 to 10, provided that at least 25 molar percent of the alkylene oxide groups are oxyethylene; Z9 has the general formula OB7O (C2H4O) p (C3H6O) qR14 where B7 is an alkyl bridge or an aryl bridge containing from 2 to about 12 carbon atoms, R14 is hydrogen, or a hydrocarbon radical containing from 1 at about 4 carbon atoms; p = 1 to 15, q> 10, and p <q. Composition according to Claim 4, characterized in that the silicone surfactant silicone (a) has the general structure of: wherein M1 = R1R2R3SiOi72; M2 = R4R5R6SiO172; D 1 = R 7 R 8 SiO 272; D 2 = R 9 R 10 SiO 272; where R1 is selected from the group consisting of monovalent hydrocarbon radicals containing one to six carbon atoms, hydrogen, OH and OR13, where R13 is a hydrocarbon group containing from 1 to about 4 carbon atoms, and R2, R3, R5, R6, R7, R8 and R10 are each independently selected from the group consisting of monovalent hydrocarbon radicals containing one to six carbon atoms, hydrogen, OH and OR13, where R13 is a hydrocarbon group containing 1 to about 4 carbon atoms, R 4 and R 9 are independently selected from the group consisting of Z 2 ', Z 4, Z 6 and Z 9 as described above, and a + b equal to about 2 and specifically, c + d <. 10 more specifically c + d <8, and above all specifically c + d <5. A composition according to claim 5, further characterized by the fact that silicone surfactant silicone (a) has the general structure of: <formula> formula see original document page 131 </formula> where M2 = R4R5R6SiO1 / 2; D1 = R7 R8 SiO1 / 2; where R5, R6, R7, and R8 are each independently selected from the group consisting of monovalent hydrocarbon radicals containing one to six carbon atoms, hydrogen, OH and OR13, where R13 is a hydrocarbon group containing from 1 to about 4 carbon atoms, and R4 is selected from the group consisting of Z2, Z4, Z6 and Z9 and where c is specifically from 0 to 10, more specifically from 0 to 8 and above all specifically from 0 to 5 Composition according to Claim 5, Further characterized in that the silicone surfactant silicone (a) has the general structure of: M1D1cD2dM1 where M1 = R1R2R3SiO1 / 2; D1 = R7 R8 SiO2 / 2; D 2 = R 9 R 10 SiO 2/2; where R1 is selected from the group consisting of monovalent hydrocarbon radicals containing one to six carbon atoms, hydrogen, OH and OR13, where R13 is a hydrocarbon group containing from 1 to about 4 carbon atoms, and R2, R3, R 7, R 8 and R 11 are each independently selected from the group consisting of monovalent hydrocarbon radicals containing one to six carbon atoms, hydrogen, OH and OR 13, where R 13 is a hydrocarbon group containing from 1 to about of 4 carbon atoms, and R 9 is selected from the group consisting of Z 2, Z 4, Z 6 and Z 9 as described above, where c is specifically from 0 to 10, more specifically from 0 to 5 and above all specifically from 0 to 2, and ed is specifically from 1 to -0, more specifically from 1 to about 6, and above all specifically from 1 to 3, and in a more specific embodiment, where cede0 to 2 is about 1 to 3. Composition according to Claim 7, Further characterized in that the silicone surfactant silicone (a) is a trisiloxane and has the general structure of: M1D2M1 which is obtained by hydroxylation of a distilled silicone polymer having formula M1DhM1 and sufficient molar excess unsaturated initiated alkylene oxide to complete the hydroxylation reaction, where M1 = R1R2R3SiOiz2; DH = HR 10 SiO 2 Z 2, D 2 = R 9 R 10 SiO 2 Z 2; wherein R1, R2, R3, and R10 are each independently selected from the group consisting of monovalent hydrocarbon radicals containing from 1 to 6 carbon atoms, hydrogen, OH and OR13; where R13 is a hydrocarbon group containing from Ia about 4 carbon atoms and R9 is selected from the group consisting of Z2, Z4, Z6 and Z9. A composition according to claim 6, further characterized by the fact that silicone surfactant (a) is a low molecular weight ABA siloxane block copolymer where silicone surfactant silicone (a) has the general structure. MrD1cMr which is obtained from the hydroxylation of silicone polymer having the general formula MhD1cMh and unsaturated and starting alkylene oxide present in sufficient molar excess to complete the hydroxylation reaction where c is 0 to 10, D1 = R7R8Si02 / 2, MR = R4R5R6SiOiz2, MH = HR5R6Si01 / 2 and where R5, R6, R7, and R8 are each independently selected from the group consisting of monovalent hydrocarbon radicals containing one to six carbon atoms, hydrogen, OH and OR13, where R13 is a hydrocarbon group containing from 1 to about 4 carbon atoms, and where R4 is CgH2g-O (C2H4O) p (C3H6O) q R14 and where R14 is hydrogen, or a hydrocarbon radical containing from 1 to about 4 carbon atoms. carbon hands; g = 2 to 4; ρ = 1 to 12; q 6; and why. A composition according to claim 7, further characterized by the fact that silicone surfactant (a) is a low molecular weight pendant siloxane copolymer where silicone surfactant silicone (a) has the general structure. M1D1cDri1M1 which is obtained from hydroxylation of silicone polymer having the general formula M1D1cDlidM1 and sufficient molar excess unsaturated alkylene oxide to complete the hydrophilylation reaction, where M1 = R1R2R3SiOn2, D1 = R7R8Si02 / 2, DR = R9! DH = HR10 SiO2 Z2 and where c is from 0 to 10, and d is specifically from 1 to 10, where R 'is selected from the group consisting of monovalent hydrocarbon radicals containing one to six carbon atoms, hydrogen, OH and OR 13 where R 13 is a hydrocarbon group containing from 1 to about 4 carbon atoms, and R 2, R 3, R 7, R 8 and R 10 are each independently selected from the group consisting of monovalent hydrocarbon radicals containing one to six atoms. where R13 is a "hydrocarbon group containing from 1 to about 4 carbon atoms, and where R9 is independently CgH2g-O (C2H4O) p (C3H6O) qR14 and where R14 is hydrogen, or a hydrocarbon radical containing from 1 to about 4 carbon atoms; g = 2 to 4; p = 1 to 12; q: 6; A composition according to claim 10, further characterized by the fact that silicone surfactant (a) is a trisiloxane siloxane copolymer where silicone surfactant silicone (a) has the general structure M1DrM1 which is obtained from the hydroxylation of a distilled silicone polymer having the general formula M1DhM1 and sufficient molar excess unsaturated alkylene oxide to complete the hydrosilylation reaction, where M1 = R1R2R3SiOiz2, DR = R9R10SiO2 / 2, DR = HR10SiO2 / 2, where R 1, R 2, R 3, and R 10 are each independently selected from the group consisting of CH 3, hydrogen, OH and OR 13, and where R 13 is a hydrocarbon group containing from 1 to about 4 carbon atoms, and where R9 is CgH2g-O (C2H4O) p (C3H6O) qR14, and where R14 is hydrogen, or a hydrocarbon radical containing from 1 to about 4 carbon atoms; g = 2 to 4; p = 1 to 12; q <6; and ρ> Composition according to Claim 1, Further characterized by the fact that silicone surfactant (a) is used at a concentration of from about 0.001 weight percent to about 5 weight percent based on the total weight of the composition. composition to improve phase separation. Composition according to Claim 2, Further characterized by the fact that silicone surfactant (a) is used at a concentration of from about 0.001 weight percent to about 5 weight percent based on the total weight of the composition. composition to improve phase separation. Composition according to Claim 3, Further characterized by the fact that silicone surfactant (a) is used at a concentration of from about 0.001 weight percent to about 5 weight percent based on the total weight of the composition. composition to improve phase separation. Composition according to Claim 4, Further characterized by the fact that silicone surfactant (a) is used at a concentration of from about 0.001 weight percent to about 5 weight percent based on the total weight of the composition. composition to improve phase separation. Composition according to Claim 5, Further characterized in that the silicone surfactant (a) is used in a concentration of from about -0.001 weight percent to about 5 weight percent based on total weight. composition to improve phase separation. A composition according to claim 6, further characterized by the fact that silicone surfactant (a) is used at a concentration of from about -0.001 weight percent to about 5 weight percent based on total weight. composition to improve phase separation. Composition according to Claim 1, Further characterized in that mixture (b) may be any known or commercially and / or industrially used mixture that is naturally present or is conventionally added by known and / or conventional methods. Composition according to Claim 1, Further characterized in that mixture (b) may comprise a drilling mud, a shale oil ash extract sludge, a refinery sludge, a refinery land and / or industrial site, a fuel storage tank leak site earth, a crude pour mixture, a pharmaceutical emulsion, a tar oil sand, and combinations thereof. A composition according to claim 1, further characterized by the fact that mixture (b) is a mixture selected from the group consisting of a mixture resulting from a spilled oil, a mixture resulting from a pipe rupture, a mixture resulting from from a spilled fuel tank, a mixture resulting from an industrial operation, and combinations of these. A composition according to claim 1, further characterized in that the aqueous phase may be any known or commercially and / or industrially used aqueous phase which is naturally present or is conventionally added by known and / or conventional methods. . The composition of claim 1, further characterized by the fact that the aqueous phase of mixture (b) contains water in an amount from about 1 to about 99 weight percent, with the weight percentage being based on total weight of the mixture (b). A composition according to claim 22, further characterized by the fact that water further comprises inorganic salt selected from the group consisting of sodium chloride, calcium chloride, magnesium chloride, sodium sulfates, magnesium sulfate, sodium carbonate, calcium carbonate, magnesium carbonate and combinations thereof in an amount close to the saturation of the aqueous phase. A composition according to claim 1, further characterized by the fact that the aqueous phase of the mixture (b) also contains additional silicone surfactant. Composition according to Claim 1, characterized in that the solid loading phase of the mixture (b) is naturally present or is conveniently added by known and / or conventional methods. Composition according to Claim 25, Further characterized in that the solid loading phase of the mixture (b) comprises solid loading selected from the group consisting of perforated gravel; silica solid; rock; gravel; Earth; Grey; mineral; metal and ores; a metal part; a glass plate; cellulosic material; weighting agent; suspending agent; fluid loss control agent; and combinations thereof. Composition according to Claim 25, Further characterized in that the solid loading phase comprises from about 1 to about 99 weight percent of the mixture (b), based on the total weight of the mixture (b). Composition according to Claim 26, Further characterized by the fact that perforation gravel comprises about 0 to about 25 weight percent of the mixture (b) based on the total weight of the mixture (b). A composition according to claim 1, further characterized by the fact that the solid loading phase of the mixture (b) also contains additional silicone surfactant. A composition according to claim 1, further characterized by the fact that mixture (b) further comprises additional component selected from the group consisting of carrier; wetting agent; temperature stabilizing additive; sulfonated polymers and copolymers; lignite; lignosulfonate; tannin additives; emulsifiers; alkalinity and pH control additives; bactericides; flocculants; rheology modifiers; filtrate reducers and / or fluid loss reducers, shale control inhibitors; lubricant; and combinations of these. The composition of claim 1, further characterized in that the oil phase may be any known or commercially and / or industrially used oil phase that is naturally present or is conventionally added by known methods and / or conventional. Composition according to Claim 1, characterized in that the oil phase comprises a hydrocarbon. A composition according to claim 1, further characterized in that the oil phase comprises fraction of petroleum oil, natural or synthetic oil, fat, grease, wax, synthetic oil-containing silicone, grease-containing silicone, and combinations thereof. A composition according to claim 33, further characterized by the fact that petroleum oil fraction is a natural or synthetic petroleum or petroleum product, selected from the group consisting of crude oil, heating oil, charcoal oil. , kerosene, diesel fuel, aviation fuel, gasoline, naphtha, shale oil, coal oil, tar oil, lubricating oil, motor oil, mineral oil, ester oil, fatty acid glyceride, aliphatic ester , aliphatic acetal, solvent, lubricating grease and combinations thereof. A composition according to claim 1, further characterized in that the oil phase of the mixture (b) also contains additional silicone surfactant. The composition of claim 1, further characterized by the fact that the oil phase comprises about 1 to about 90 weight percent of the mixture (b) based on the total weight of the mixture (b).