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US 5,997,610 AGranted
Amphiphilic compounds with at least two hydrophilic and at least two hydrophobic groups based on dicarboxylic acid diamides
AssigneeHuels Aktiengesellschaft
InventorsKlaus Kwetkat, Wulf Ruback
Life of this patent
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Abstract
The invention concerns amphiphilic compounds of general formula (I) ##STR1## with at least two hydrophilic and at least two hydrophobic groups based on diacarboxylic acid diamides. The amphiphilic compounds according to the invention are mostly surface-active and are suitable for use as emulsifiers, demulsifiers, detergents, dispergents and hydrotropic agents in industry and households, for example, in the treatment of metals, ore processing, surface finishing, washing, cleaning, cosmetics, medicine and food processing and preparation.
Claims7
An amphiphilic compound of formula (I):
- ##STR3## wherein R.sup.1 and R.sup.3 denote, independently of one another, a saturated or unsaturated, unbranched or branched hydrocarbon radical having 1-22 carbon atoms;
- M and M' each denote alkali metal, ammonium, alkanolammonium or 1/2 alkaline earth metal and R.sup.2 denotes a spacer selected from the group consisting of:
- (i) an unbranched or branched alkylene chain of formula (II):
- --C.sub.a H.sub.2a -- (II)
- wherein a is an integer ranging from 2-18;
- (ii) an alicyclic group of formula (IV):
- --C.sub.f H.sub.2f --cycloC.sub.6 H.sub.10 --C.sub.g H.sub.2g --(IV)
- wherein f and g each equal, independently of one another, to 1-6;
- (iii) a group of formula (V):
- -3(4),8(9)-di(methylene)-tricyclo-[5.2.1.0.sup.2.6 ]decane- (V);
- (iv) an unsubstituted or substituted aromatic group of formula VI:
- --C.sub.h H.sub.2h --C.sub.6 R.sub.4 --(C.sub.i H.sub.2i --C.sub.6 R.sub.4).sub.j.sbsb.1 --C.sub.j.sbsb.2 H.sub.2j.sbsb.2 -- (VI)
- or a group (v) of formula (VII):
- --C.sub.h H.sub.2h --C.sub.10 R.sub.6 --C.sub.j H.sub.2j --(VII)
- wherein h, j, j.sub.1 and j.sub.2 each equal, independently of one another, 0-8 and i=1-8 and with each R equal, independently of one another, to H or C.sub.1 - to C.sub.6 -alkyl;
- (vi) a group formula (VIII):
- --C.sub.k H.sub.2k --C.sub.x R.sub.y --Z--C.sub.x R.sub.y --C.sub.1 H.sub.21 -- (VIII)
- with k and 1 each equal, independently of one another, to 0-8;
- x=6 and y=4 or x=10 and y=6 or x=14 and y=8;
- each R is hydrogen or C.sub.1 -C.sub.6 -alkyl and Z.dbd.O, CO, NH, NR.sup.1, N--CH.sub.2 --CH(OX)--R.sup.1, N--C(O)R.sup.1 or SO.sub.2 ;
- (vii) a group of formula (IX):
- --CH.sub.2 --CH(OCH.sub.2 CH(OX)--R.sup.1)--CH.sub.2 -- (IX)
- wherein X.dbd.SO.sub.3 M and R.sup.1 is a hydrocarbon radical of 1-22 carbon atoms;
- (viii) a group of formula (X):
- --C.sub.m H.sub.2m --(C.sub.n H.sub.2n O).sub.p (C.sub.3 H.sub.6 O).sub.q --C.sub.r H.sub.2r (X)
- wherein m=1-4, n=2-4, p=1-20, q=0-4 and r=1-4, and wherein, optionally, mixed alkoxide units, in any arbitrary sequence, are present in the group;
- (ix) -2,2'-methylene-bis(1,3-dioxolane-5-methylene)-;
- (x) R.sup.2 denotes acetal;
- (xi) a group of formula (XI):
- --C.sub.r H.sub.2r (RNC.sub.s H.sub.2s).sub.t --C.sub.u H.sub.2u --(XI);
- (xii) a group of formula (XII):
- --[C.sub.r H.sub.2r [RN--C(O)--NR].sub.t --C.sub.u H.sub.2u ].sub.w --(XII);
- (xiii) a group of formula (XIII):
- --[C.sub.r H.sub.2r [RNC(O)C.sub.v H.sub.2v C(O)NR].sub.t --C.sub.u H.sub.2u ].sub.w -- (XIII);
- or
- (xiv) a group of formula (XIV):
- --[C.sub.r H.sub.2r [RNC(O)C.sub.x R.sub.y C(O)NR].sub.t --C.sub.u H.sub.2u ].sub.w -- (XIV)
- wherein, in formulas (XI)-(XIV), where appropriate, r=2-4, s=2-4, t=1-20, u=2-4, v=0-12, w=1-6, and x=6 and y=4 or x=10 and y=6 or x=14 and y=8, and wherein each R equals, independently of one another, H or C.sub.1 -C.sub.4 -alkyl.
35 more elements
Dependencies are inferred from the claim text.