IP Library › Patent Application 13940589
Patent Application
App. No. 13/940,589

DEMULSIFYING COMPOSITIONS AND METHODS FOR SEPARATING EMULSIONS USING THE SAME

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Patent No.
US None
App. No.
13/940,589
Abstract

The present invention provides for a demulsifying composition comprising the reaction product of an oxirane or oxetane compound (I) comprising at least two oxirane or oxetane groups; a compound (II) comprising silicon and one or more amino groups; and optionally a polyamine (III); and a secondary amine (IV).

Claims (198)

1 . A demulsifying composition comprising the non-crosslinked reaction product of

I) an oxirane or oxetane compound (I) comprising at least two oxirane or oxetane groups;

II) a compound (II) comprising silicon and one or more amino groups; and optionally

III) a polyamine (III); and

IV) a secondary amine (IV).

2 . The demulsifying composition of claim 1 wherein the oxirane or oxetane compound (I) is selected from the group consisting of siloxanes, silanes, hydrocarbons and polyethers particularly where the oxirane or oxetane compound is a siloxane having the formula:

M a M E b M PE c M H d D e D E f D PE g D H h T i T E j T PE k T H l Q m

with

M=R 1 R 2 R 3 SiO 1/2 ;

M H =R 1 R 2 H SiO 1/2 ;

M PE =R 1 R 2 (—CH 2 CH(R 4 )(R 5 ) n O(C 2 H 4 O) o (C 3 H 6 O) p (C 4 H 8 O) p R 6 )SiO 1/2 ,

M E =R 1 R 2 (R E )SiO 1/2 ;

D=R 1 R 2 SiO 2/2 ; and

D H =R 1 HSiO 2/2 ;

D PE =R 1 (—CH 2 CH(R 4 )(R 5 ) n O(C 2 H 4 O) o (C 3 H 6 O) p (C 4 H 8 O) q R 6 )SiO 2/2 ;

D E =R 1 R E SiO 2/2 ;

T=R 1 SiO 3/2 ;

T H =HSiO 3/2 ;

T PE =(—CH 2 CH(R 4 )(R 5 ) n O(C 2 H 4 O) o (C 3 H 6 O) p (C 4 H 8 O) q R 6 )SiO 3/2 ;

T E =R E SiO 3/2 ; and

Q=SiO 4/2 ;

where R 1 , R 2 and R 3 are each independently selected from the group of monovalent hydrocarbon radicals having from 1 to about 60 carbon atoms; R 4 is H or a 1 to about 6 carbon atom containing alkyl group; R 5 is a divalent alkyl radical of 1 to about 6 carbons; R 6 is H, a monofunctional hydrocarbon radical of 1 to about 6 carbons, or acetyl;

R E is independently a monovalent hydrocarbon radical containing one or more oxirane or oxetane moieties having from two to about sixty carbon atoms subject to the limitation that the oxirane or oxetane compound (I) contains at least two oxirane or oxetane groups;

the subscript a is 0 to about 20

the subscript b is 0 to about 20 subject to the limitation that (b+f+j)>0;

the subscript e is 0 to about 1,000;

the subscript f is 0 to about 400 subject to the limitation that (b+f+j)>0;

the subscript i is 0 to about 50;

the subscript j is 0 to about 30 subject to the limitation that (b+f+j)>0;

the subscript m is 0 to about 20;

the subscript c is 0 to about 20;

the subscript g is 0 to about 200;

the subscript k is 0 to about 30;

the subscript d is 0 to about 20;

the subscript h is 0 to about 20;

the subscript l is 0 to about 30;

the subscript n is zero or one;

the subscript o is 0 to about 100 subject to the limitation that (o+p+q)>0;

the subscript p is 0 to about 100 subject to the limitation that (o+p+q)>0;

the subscript q is 0 to about 100 subject to the limitation that (o+p+q)>0;

or alternatively where the oxirane or oxetane compound (I) has the formula:

(R 7 ) r (R 8 ) s (R 9 ) t (R 10 ) u

where R 7 and R 19 are independently a monovalent hydrocarbon radical containing one or more oxirane or oxetane moieties having from about 2 to about 12 carbon atoms;

R 8 and R 9 are each selected from the group consisting of H or a linear or branched monovalent hydrocarbon radical of 1 to about 200 carbons;

optionally substituted with nitrogen, sulphur and oxygen;

the subscripts r, s, t, and u are independently between zero to about 10 subject to the limitation that (r+u)≧2

or alternatively where the oxirane or oxetane compound (I) is a polyether having the formula:

R 12 O(C 2 H 4 O) w (C 3 H 6 O) x (C 4 H 8 O) y R 13

where R 12 and R 13 are independently a monovalent hydrocarbon radical containing one or more oxirane or oxetane moieties having from 2 to about 12 carbon atoms;

the subscript w is 0 to about 100 subject to the limitation that (w+x+y)>0;

the subscript x is 0 to about 100 subject to the limitation that (w+x+y)>0;

the subscript y is 0 to about 100 subject to the limitation that (w+x+y)>0;

compound (II) comprises silicon and one or more amino groups selected from the group consisting of siloxanes and silanes having the formula:

M aa M A bb M PE cc M H dd M M ee D ff D A gg D PE hh D H ii T jj T A kk T PE ll T H mm Q nn with

R 15 R 16 R 17 SiO 1/2 ;

M H =R 15 R 16 H SiO 1/2 ;

M PE =R 15 R 16 (—CH 2 CH(R 18 )(R 19 ) oo O(C 2 H 4 O) pp (C 3 H 6 O) qq (C 4 H 8 O) rr R 20 )SiO 1/2 ;

M A =R 15 R 16 (R A )SiO 1/2 ;

M M =R 15 R 16 R 17 R A Si;

D=R 16 R 16 SiO 2/2 ;

D H =R 15 R 16 SiO 2/2 ;

D PE =R 15 (—CH 2 CH(R 18 )(R 19 ) oo O(C 2 H 4 O) pp (C 3 H 6 O) qq (C 4 H 8 O) rr R 20 )SiO 2/2 ;

D A =R 15 R A SiO 2/2 ;

T=R 15 SiO 3/2 ;

T H =HSiO 3/2 ;

T PE =(—CH 2 CH(R 18 )(R 19 ) oo O(C 2 H 4 O) pp (C 3 H 6 O) qq (C 4 H 8 O) rr R 20 )SiO 3/2 ;

T A =R A SiO 3/2 ; and

Q=SiO 4/2 ;

where R 15 , R 16 and R 17 are each independently selected from the group of monovalent hydrocarbon radicals having from 1 to about 60 carbon atoms, R 18 is H or a 1 to about 6 carbon atom alkyl group, R 19 is a divalent hydrocarbon radical of 1 to about 6 carbons, R 20 is selected from the group consisting of H, monofunctional hydrocarbon radicals of 1 to about 6 carbons, and acetyl;

R A is independently a monovalent hydrocarbon radical containing one or more amino moieties having from one to about 60 carbon atoms;

the subscript aa is 0 to about 20;

the subscript bb is 0 to about 20 subject to the limitations that the sum of the subscripts bb, ee, gg and kk is greater than zero;

the subscript ee is zero or 1 subject to the limitation that when ee is 1 then all the subscripts aa, bb, cc, dd, ff, gg, hh, ii, jj, kk, ll, mm and nn are zero;

the subscript ff is 0 to about 1,000;

the subscript gg is 0 to about 400 subject to the limitation that the sum of the subscripts bb, ee, gg and kk is greater than zero;

the subscript jj is 0 to about 50;

the subscript kk is 0 to about 30 subject to the limitation that the sum of the subscripts bb, gg and kk is greater than 1;

the subscript nn is 0 to about 20;

the subscript cc is 0 to about 20;

the subscript hh is 0 to about 200;

the subscript ll is 0 to about 30;

the subscript dd is 0 to about 2;

the subscript ii is 0 to about 20;

the subscript mm is 0 to about 30;

the subscript oo is zero or one;

the subscript pp is 0 to about 100 subject to the limitation that (pp+qq+rr)>0;

the subscript qq is 0 to about 100 subject to the limitation that (pp+qq+rr)>0;

the subscript rr is 0 to about 100 subject to the limitation that (pp+qq+rr)>0.

3 . The demulsifying composition of claim 2 wherein compound (I) and compound (II) are reacted in the presence of polyamine compound (III) to produce said reaction product, said polyamine compound (Ill) having the formula:

N(R 21 )(R 22 )A[N(R 23 )(R 24 )] zz ,

where

R 21 , R 22 , R 23 and R 24 are independently chosen from the group consisting of H or a monovalent hydrocarbon radical having 1 to about 20 carbon atoms;

A is selected from a group consisting of a divalent linear or branched hydrocarbon radical having 1 to about 60 carbons or a divalent polydialkyl-siloxane radical, optionally containing S, O or N; and subscript zz is 1 to about 20.

4 . The demulsifying composition of claim 2 wherein the non-crosslinked reaction product has:

the subscript a is 0 to about 10;

the subscript b is 0 to about 10 subject to the limitation that (b+f+j)>0;

the subscript e is 0 to about 500;

the subscript f is 0 to about 100 subject to the limitation that (b+f+j)>0;

the subscript i is 0 to about 10;

the subscript j is 0 to about 10 subject to the limitation that (b+f+j)>0;

the subscript m is 0 to about 10;

the subscript c is 0 to about 15;

the subscript g is 0 to about 100;

the subscript k is 0 to about 20;

the subscript d is 0 to about 10;

the subscript h is 0 to about 10;

the subscript/is 0 to about 10;

the subscript aa is 0 to about 10;

the subscript bb is 0 to about 10 subject to the limitations that the sum of the subscripts bb, ee, gg and kk is greater than zero;

the subscript ff is 0 to about 500;

the subscript gg is 0 to about 100 subject to the limitation that the sum of the subscripts bb, ee, gg and kk is greater than zero;

the subscript jj is 0 to about 30;

the subscript kk is 0 to about 10 subject to the limitation that the sum of the subscripts bb, gg and kk is greater than 1;

the subscript nn is 0 to about 10;

the subscript cc is 0 to about 10;

the subscript hh is 0 to about 100;

the subscript ll is 0 to about 20;

the subscript ii is 0 to about 15; and

the subscript mm is 0 to about 20.

5 . The demulsifying composition of claim 2 wherein;

the subscript a is 0 to about 5;

the subscript b is 0 to about 3 subject to the limitation that (b+f+j)>0;

the subscript e is 0 to about 200;

the subscript f is 0 to about 20 subject to the limitation that (b+f+j)>0;

the subscript i is 0 to about 5;

the subscript j is 0 to about 5 subject to the limitation that (b+f+j)>0;

the subscript m is 0 to about 7.5;

the subscript c is 0 to about 10;

the subscript g is 0 to about 50;

the subscript k is 0 to about 10;

the subscript d is 0 to about 3;

the subscript h is 0 to about 3;

the subscript l is 0 to about 3;

the subscript aa is 0 to about 5;

the subscript bb is 0 to about 5 subject to the limitations that the sum of the subscripts bb, ee, gg and kk is greater than zero;

the subscript ff is 0 to about 200;

the subscript gg is 0 to about 20 subject to the limitation that the sum of the subscripts bb, ee, gg and kk is greater than zero;

the subscript jj is 0 to about 10;

the subscript kk is 0 to about 5 subject to the limitation that the sum of the subscripts bb, gg and kk is greater than 1;

the subscript nn is 0 to about 5;

the subscript cc is 0 to about 5;

the subscript hh is 0 to about 50;

the subscript ll is 0 to about 5;

the subscript ii is 0 to about 5; and

the subscript mm is 0 to about 5.

6 . The demulsifying composition of claim 1 comprising a non-crosslinked reaction product of a polyepoxy-compound with an aminosilane free of alkoxy groups or an aminosilicone having the formula:

wherein R is a divalent organic or silicone group and R′ is a monovalent alkyl or siloxane and x is about 2 to about 1000.

7 . The demulsifying composition of claim 1 wherein the reaction product has the following formula:

wherein X is about 5 to about 30 and Y is about 2 to about 100.

8 . An emulsion comprising the demulsifying composition of claim 1 .

9 . An emulsion comprising the demulsifying composition of claim 2 .

10 . An emulsion comprising the demulsifying composition of claim 3 .

11 . An emulsion comprising the demulsifying composition of claim 4 .

12 . An emulsion comprising the demulsifying composition of claim 5 .

13 . An emulsion comprising the demulsifying composition of claim 6 .

14 . An emulsion comprising the demulsifying composition of claim 7 .

15 . The demulsifying composition of claim 1 further comprising at least one other ingredient selected from the group consisting of additional silicone and organic demulsifiers.

16 . The demulsifying composition of claim 2 further comprising at least one other ingredient selected from the group consisting of additional silicone and organic demulsifiers.

17 . The demulsifying composition of claim 3 further comprising at least one other ingredient selected from the group consisting of additional silicone and organic demulsifiers.

18 . The demulsifying composition of claim 4 further comprising at least one other ingredient selected from the group consisting of additional silicone and organic demulsifiers.

19 . The demulsifying composition of claim 5 further comprising at least one other ingredient selected from the group consisting of additional silicone and organic demulsifiers.

20 . The demulsifying composition of claim 6 further comprising at least one other ingredient selected from the group consisting of additional silicone and organic demulsifiers.

21 . The demulsifying composition of claim 7 further comprising at least one other ingredient selected from the group consisting of additional silicone and organic demulsifiers.

22 . A method for separating emulsions comprising:

(i) incorporating a demulsifying-effective amount of the demulsifying composition of claim 1 into an emulsion;

(ii) allowing the emulsion to separate into at least two phases; and

(iii) separating said at least two phases from each other.

23 . A method for separating emulsions comprising:

(i) incorporating a demulsifying-effective amount of the demulsifying composition of claim 2 into an emulsion;

(ii) allowing the emulsion to separate into at least two phases; and

(iii) separating said at least two phases from each other.

24 . A method for separating emulsions comprising:

(i) incorporating a demulsifying-effective amount of the demulsifying composition of claim 3 into an emulsion;

(ii) allowing the emulsion to separate into at least two phases; and

(iii) separating said at least two phases from each other.

25 . A method for separating emulsions, comprising:

(i) incorporating a demulsifying-effective amount of the demulsifying composition of claim 4 into an emulsion;

(ii) allowing the emulsion to separate into at least two phases; and

(iii) separating said at least two phases from each other.

26 . A method for separating emulsions comprising:

(i) incorporating a demulsifying-effective amount of the demulsifying composition of claim 5 into an emulsion;

(ii) allowing the emulsion to separate into at least two phases; and

(iii) separating said at least two phases from each other.

27 . A method for separating emulsions comprising:

(i) incorporating a demulsifying-effective amount of the demulsifying composition of claim 6 into an emulsion;

(ii) allowing the emulsion to separate into at least two phases; and

(iii) separating said at least two phases from each other.

28 . A method for separating emulsions comprising:

(i) incorporating a demulsifying-effective amount of the demulsifying composition of claim 7 into an emulsion;

(ii) allowing the emulsion to separate into at least two phases; and

(iii) separating said at least two phases from each other.

29 . The method of claim 22 wherein the emulsion contains crude-oil.

30 . The method of claim 23 wherein the emulsion contains crude-oil.

31 . The method of claim 24 wherein the emulsion contains crude-oil

32 . The method of claim 25 wherein the emulsion contains crude-oil.

33 . The method of claim 26 wherein the emulsion contains crude-oil

34 . The method of claim 27 wherein the emulsion contains crude-oil.

35 . The method of claim 28 wherein the emulsion contains crude-oil.

Assignments (14)
RELEASE OF SECURITY INTEREST Recorded Nov 11, 2020
From: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 054336/0023 →
RELEASE OF SECURITY INTEREST Recorded May 15, 2019
From: BOKF, NA
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 049249/0271 →
RELEASE OF SECURITY INTEREST Recorded May 15, 2019
From: BOKF, NA
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 049194/0085 →
BANKRUPTCY ORDER TO RELEASE SECURITY INTEREST AT REEL/FRAME NO. 032736/0457 Recorded Nov 21, 2017
From: BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL AGENT
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 044203/0513 →
BANKRUPTCY ORDER TO RELEASE SECURITY INTEREST AT REEL/FRAME NO. 032736/471 Recorded Aug 20, 2017
From: BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL AGENT
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 043608/0018 →
NOTICE OF CHANGE OF COLLATERAL AGENT - ASSIGNMENT OF SECURITY INTEREST IN INTELLECTUAL PROPERTY Recorded Mar 6, 2015
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A. AS COLLATERAL AGENT
To: BOKF, NA, AS SUCCESSOR COLLATERAL AGENT
Reel/Frame 035136/0457 →
NOTICE OF CHANGE OF COLLATERAL AGENT - ASSIGNMENT OF SECURITY INTEREST IN INTELLECTUAL PROPERTY - SECOND LIEN Recorded Mar 6, 2015
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A. AS COLLATERAL AGENT
To: BOKF, NA, AS SUCCESSOR COLLATERAL AGENT
Reel/Frame 035137/0263 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENT RIGHTS Recorded Nov 20, 2014
From: JPMORGAN CHASE BANK, N.A.
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 034410/0607 →
SECURITY INTEREST Recorded Oct 27, 2014
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL AGENT
Reel/Frame 034066/0662 →
SECURITY INTEREST Recorded Oct 27, 2014
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL AGENT
Reel/Frame 034066/0570 →
SECURITY INTEREST Recorded Apr 22, 2014
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL AGENT
Reel/Frame 032736/0471 →
SECURITY INTEREST Recorded Apr 22, 2014
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 032736/0552 →
SECURITY INTEREST Recorded Apr 22, 2014
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS COLLATERAL AGENT
Reel/Frame 032736/0457 →
SECURITY INTEREST Recorded Apr 22, 2014
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 032754/0774 →