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US 6,646,016 B2Granted
Aromatic aldehyde resins and their use as emulsion breakers
AssigneeClariant GmbH
InventorsFrank Holtrup, Elisabeth Wasmund, Wolfram Baumgärtner, Michael Feustel
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Abstract
Resins useful in methods of breaking oil-water emulsions. The resins obtained by reacting a compound of formula 1 with an aldehyde and alkoxylating, in any order: wherein X is —NHR1; —COOH; or —CONHR2; and is ortho—, meta— or para— to X and is a radical of —O—R3; —C(O)R4; —OC(O)R5; —NR6R7; wherein R1-R7 values are defined herein.
Claims4
A method of using a resin for breaking oil-water emulsions, where the resin is obtained from a compound of the formula 1
- in which
- X is —NHR1, —COOH or —CONHR2, in which
- R1 is H, C1-C30-alkyl, C2-C30-alkenyl, C6-C18-aryl, C7-C30-alkylaryl or —COR2
- R2 is H, C1-C30-alkyl, C2-C30-alkenyl, C6-C18-aryl or C7-C30-alkylaryl,
- Y is in the ortho, mets or pars position relative to X, and is a radical of the formulae 2 to 5
- in which
- R3 is C1-C30-alkyl, C2-C30-alkenyl, C6-C18-aryl, C7-C30-alkyaryl
- R4 is —OR3, —NR6R7 or —R5
- R5 is C1-C30-alkyl, C2-C30-alkenyl, C6-C18-aryl or C7-C30-alkylaryl
- R6 has the same meaning as given for R3, or is —COR3, but is independent of R3,
- R7 has the same meaning as given for R3, or is —COR3, but is independent of R3,
- where, by performing the steps A) or B) with formula 1 and the resin is obtained from performing steps A) and B), which can be carried out in any order, of
- A) reaction with an aldehyde of the formula 6
- R8—CHO (6),
- where R8 is H, C1-C30-alkyl, C2-C30-alkenyl, C6-C18-aryl or C7-C30-alkylaryl, and
- B) alkoxylation with a C2-C4-alkylene oxide in molar excess, such that a resulting alkoxylate has a degree of alkoxylation of from 1 to 100 alkylene oxide units per —OH or —NH group, and the resin has a molecular mass of from 250 to 100,000 units;
- the method comprising adding the resin to an oil-water emulsion.
14 more elements
A resin obtained from a compound of formula 1
- in which
- X is —NHR1, in which
- R1 is H, C1-C30-alkyl, C2-C30-alkenyl, C6-C18-aryl, C7-C30-alkylaryl
- Y is in the ortho, meta or para position relative to X, and is a radical of formula 2
- —O—R3 (2)
- in which
- R3 is C1-C30-alkyl, C2-C30-alkylaryl, C6-C18-aryl, C7-C30-alkylary
- where, by performing the steps A) or B) with formula 1 end the resin is obtained from performing steps A) and B), which can be carried out in any order, of
- A) reaction with an aldehyde of the formula 6
- R8—CHO (6),
- where R8 is H, C1-C30-alkyl, C2-C30-alkenyl, C6-C18-aryl or C7-C30-alkylaryl, and
- B) alkoxylation with a C2-C4-alkylene oxide in molar excess, such that a resulting alkoxylate has a degree of alkoxylation of from 1 to 100 alkylene oxide units per —OH or —NH group,
- and the resin has a molecular mass of from 250 to 100,000 units.
10 more elements
Dependencies are inferred from the claim text.