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Esterified glycidyl ether addition products and their use

Assignee: Hoechst AG
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Filing: 1990-08-20
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Granted: 1992-05-19
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Expires: 2010-08-20
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Abstract

Abstract The novel glycidyl ether addition products are obtained by esterification of a diol compound, selected from the group comprising linear oxyalkylates and other amine-free aliphatic diols, and an addition compound of polyether block polymers and glycidyl ethers with dicarboxylic acids. They are advantageously employed for demulsifying crude oil emulsions.

Inventors

  • 👤 Rainer Kupfer
  • 👤 Martin Hille
  • 👤 Roland Bohm
  • 👤 Friedrich Staiss

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 10:15
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/66; C08G63/668; C08G59/00; C08G59/18; C08G59/40; C08G59/42; C08G59/4284; C08L; C08L63/00

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 274 words
An esterified glycidyl ether addition product prepared by esterification of the components consisting essentially of (1) a diol compound of the following formula Ia ##STR8## which a is a number from 2 to 40 and R 1 is H or CH 3 and can also assume both meanings within the chain of the polyoxyalkylene radical, located in blocks or randomly, or of the following formula Ib HO--R.sup.2 --OH in which R 2 is an acyclic divalent hydrocarbon radical, and, or a propoxylated addition product (2) an addition product of 1 mol of OH function of a polyether block copolymer of the following formula II ##STR9## in which R 3 is methyl or ethyl, n and m are numbers which are chosen so that the polyethylene oxide content is 10 to 80% of the molecular weight of the total molecule and p is a number from 10 to 100, and 0.3 to 1 mol of epoxide function of a glycidyl ether of the following formula III ##STR10## in which R 4 can be identical or different and is hydrogen, C 1 to C 4 --alkyl or halogen, A is a direct bond, a sulfonyl or cyclohexyl group or a group of the formula ##STR11## R 5 and R 6 are hydrogen, methyl or phenhyl and x is a number from 0 to 10, or 0.1 to 1.5 mol of epoxide function of a glycidyl ether of the following formula IV ##STR12## in which y is a number from 1 to 10, which (3) a dicarboxylic acid, the reaction components (1), (2) and (3) being employed in an equivalent ratio of 1:0.1 to 1.5:0.5 to 2.
Claim 2
Dependent Claim 274 words
An esterified glycidyl ether addition product prepared by esterification of the components consisting essentially of (1) a diol compound of the following formula Ia ##STR8## which a is a number from 2 to 40 and R 1 is H or CH 3 and can also assume both meanings within the chain of the polyoxyalkylene radical, located in blocks or randomly, or of the following formula Ib HO--R.sup.2 --OH in which R 2 is an acyclic divalent hydrocarbon radical, and, or a propoxylated addition product (2) an addition product of 1 mol of OH function of a polyether block copolymer of the following formula II ##STR9## in which R 3 is methyl or ethyl, n and m are numbers which are chosen so that the polyethylene oxide content is 10 to 80% of the molecular weight of the total molecule and p is a number from 10 to 100, and 0.3 to 1 mol of epoxide function of a glycidyl ether of the following formula III ##STR10## in which R 4 can be identical or different and is hydrogen, C 1 to C 4 --alkyl or halogen, A is a direct bond, a sulfonyl or cyclohexyl group or a group of the formula ##STR11## R 5 and R 6 are hydrogen, methyl or phenhyl and x is a number from 0 to 10, or 0.1 to 1.5 mol of epoxide function of a glycidyl ether of the following formula IV ##STR12## in which y is a number from 1 to 10, which (3) a dicarboxylic acid, the reaction components (1), (2) and (3) being employed in an equivalent ratio of 1:0.1 to 1.5:0.5 to 2.
Claim 3
Dependent Claim 202 words
A glycidyl ether addition product as claimed in claim 1, wherein the diol compound (1) is an oxyalkylate according to the formula Ia, in which a is a number from 2 to 40, or a polybutadiene-diol according to the formula Ib, in which R 2 is --(C 4 H 6 ) b --, where b is 20 to 70, and wherein the addition product (2) is formed from 1 mol of OH function of a polyether block polymer of the formula II, in which R 3 is CH 3 and m and n are numbers which are chosen so that the polyethylene oxide content is 15 to 70% of the molecular weight of the total molecule, and p is a number from 20 to 70, and 0.3 to 1 mol of epoxide function of a glycidyl ether of the formula III, in which R 4 is H, A is a group of the formula ##STR13## in which R 5 and R 6 are H or CH 3 and x is a number from 0 to 5, or 0.1 to 1.5 mol of epoxide function of a glycidyl ether of the formula IV, in which y is a number from 2 to 5.
Claim 4
Dependent Claim 26 words
An addition product as claimed in claim 1 wherein the addition product (2) is propoxylated with 5 to 700 g of propylene oxide per 100 g.
Claim 5
Dependent Claim 25 words
An addition product as claimed in claim 1, wherein the equivalent ratio of reaction components (1), (2) and (3) is 1:0.3 to 1:0.7 to 1.5.
Claim 6
Dependent Claim 29 words
A process for demulsifying crude oil emulsions, which comprises adding thereto an effective amount of an esterified glycidyl ether addition product as claimed in claim 1 to the emulsions.

References Cited (Backward Citations)

CA1153356A Cited
US4419265A Cited
US4420413A Cited
US4730079A Cited
US4734523A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1995-05-19 1995-11-18 1996-05-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1999-05-19 1999-11-18 2000-05-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2003-05-19 2003-11-18 2004-05-19 $7700.00 Window Closed / Lapsed

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