Defoaming of ionic liquids
View Patent ↗The invention relates to the defoaming of ionic liquids and also to compositions comprising at least one ionic liquid and at least one antifoam and, if appropriate, a solvent and/or further auxiliaries or additives.
1. A method of defoaming a composition containing at least 80% by weight of one or more ionic liquids and, optionally, a solvent and/or further auxiliaries or additives, the composition being free of ketone residues, ketone-aldehyde resins, and/or urea-aldehyde resins and/or their hydrogenated derivatives, the method comprising:
adding a polyether siloxane antifoam to said composition.
2. The method according to claim 1 ;
wherein the antifoam contains finely divided, hydrophobic particles.
3. The method according to claim 1 ;
wherein the antifoam contains further additives and emulsifiers.
4. The method according to claim 1 ;
wherein the antifoam has been emulsified in water using a customary additive comprising at least one of an emulsifier, a thickener, a protective colloid, and a preservative.
5. The method according to claim 1 ;
wherein at least one of an organic solvent water, and a mixture thereof is used as a solvent.
6. The method according to claim 5 ;
wherein the solvent is an organic solvent.
7. The method according to claim 1 ,
wherein said polyether siloxane is a compound of the general formula (E-1), (E-2), (E-2a), (E-2b), or (E-3);
wherein formula (E-1) is defined as:
where:
R 1 in the average molecule can be identical or different and are each a radical —Z—(C n H 2n —O) m R′, where R′ is hydrogen or an alkyl radical having from 1 to 8 carbon atoms or acyl;
R 2 is phenyl, ethyl, methyl, hydroxyl, amine with at least 90% methyl;
Z is a divalent radical of the formula —O—, —NH—, —NR 3 — where R 3 ═C 1-4 -alkyl radical, —S—, —(CH 2 ) p —O— where p =2, 3, 4, or —CH 2 —CH(CH 3 )—CH 2 —O—;
n has an average numerical value of from >2.5 to 4.0;
m has an average numerical value of from 5 to 350;
a has an average numerical value of from 4 to 1500;
b has an average numerical value of from 0 to 100; and
c has an average numerical value of from 0 to 100;
wherein formula (E-2) is defined as:
where the radical A is a polyoxyalkylene block of the average formula (E-2a);
[(C 2 H 4-d R′ d O) n (C x H 2x O) r (C 2 H 4-d R″ d O) t ] (E-2a)
where:
d is from 1 to 3;
n ≧0;
x is from 2 to 10;
r ≧0;
t ≧0;
n +r +t ≧1;
R′ is a monovalent aromatic, substituted or unsubstituted hydrocarbon radical;
R″ is hydrogen or a monovalent hydrocarbon radical having from 1 to 18 carbon atoms; and
R 1 is an H atom, a monovalent organic linear or branched alkyl radical having from 1 to 40 carbon atoms or a carboxy radical of a branched or unbranched alkyl or aryl ester;
where the radical B is a polysiloxane block of the average formula (E-2b),
where:
the radicals R 2 are identical or different and are each an alkyl radical having from 1 to 4 carbon atoms or a phenyl radical; and
y is from 5 to 200; and
where:
m is from 2 to 100;
p is 0 or 1; and
q is 0 or 1; and
wherein formula (E-3) is defined as:
where:
R 1 , A, B, m, p, and q are as defined above in the case of structure (E-2); and
C is a linear or branched alkylene radical having from 2 to 20 carbon atoms.
8. The method of claim 1 , further comprising:
after the polyether siloxane antifoam has been added to the composition to obtain a defoamed composition, performing an additional step of at least one of:
using the defoamed composition as at least one of:
a lubricant, a hydraulic fluid, a thermal fluid, an electrolyte liquid, an absorbent in an absorption refrigeration process, a cleaning liquid; and
using the defoamed composition in at least one of:
a separation process, a biorefinery process, a cellulose spinning process and a cellulose derivatization.
9. The method of claim 1 ;
wherein the composition comprises:
from 80 to 99.999% by weight of one or more ionic liquids;
from 0 to 20% by weight of solvents; and
from 0 to 20% by weight of auxiliaries and additives; and
wherein said polyether siloxane antifoam is added in an amount of from 0.001 to 10% by weight.
10. The method of claim 1 ;
wherein said one or more ionic liquids are compounds of formula (i):
R 6 4−m N + [((CH 2 ) n -Q-R 7 ] m X − (i)
where:
each radical R 6 is independently an alkyl group, or hydroxyalkyl group having from 1 to 6 carbon atoms, or a benzyl group;
each radical R 7 is independently hydrogen, a linear or branched alkyl group having from 11 to 22 carbon atoms, or a linear or branched alkenyl group having from 11 to 22 carbon atoms, with the proviso that at least one radical R 7 is not hydrogen;
Q is selected independently from the one of the formulae —O—C(O)—, —C(O)O, —NR 8 —C(O)—, —C(O)—NR 8 —, —O—C (O)—O, —CHR 9 —O—C(O)— and —CH(OCOR 7 )—CH 2 —O—C(O)—;
where R 8 is hydrogen, methyl, ethyl, propyl or butyl; and
where R 9 is hydrogen or methyl; and
X − is chloride or methylsulphate.
11. The method of claim 10 ;
wherein said one or more ionic liquids of formula (i) are selected from the group consisting of:
N,N-di(tallowyloxyethyl)-N,N-dimethylammonium chloride;
N,N-di(canolyloxyethyl)-N,N-dimethylammonium chloride;
N,N-di(tallowyloxyethyl)-N-methyl-N-(2-hydroxyethyl) ammonium methylsulphate;
N,N-di(canolyloxyethyl)-N-methyl-N-(2-hydroxyethyl) ammonium methylsulphate;
N,N-di(tallowylamidoethyl)-N-methyl-N-(2-hydroxyethyl) ammonium methylsulphate;
N,N-di(2-tallowyloxy-2-oxo-ethyl)-N,N-dimethylammonium chloride;
N,N-di(2-canolyloxy-2-oxo-ethyl)-N,N-dimethylammonium chloride;
N,N-di(2-tallowyloxyethylcarbonyloxyethyl)-N,N-ditnethylarmmonium chloride;
N,N-di(2-canolyloxyethylcarbonyloxyethyl)-N,N-dimethylammonium chloride;
N-(2-tallowoyloxy-2-ethyl)-N-(2-tallowyloxy-2-oxo-ethyl)-N,N-dimethylammnonium chloride;
N-(2-canolyloxy-2-ethyl)-N-(2-canolyloxy-2-oxo-ethyl)-N,N-dimethylammnonium chloride;
N,N,N-tri(tallowyloxyethyl)-N-methylammonium chloride;
N,N,N-tri(canolyloxyethyl)-N-methylammonium chloride;
1,2-ditallowyloxy-3-N,N,N-trimethylammoniopropyl chloride; and
1,2-dicanolyloxy-3-N,N,N-trimethylammoniopropyl chloride.