Additives for inhibiting gas hydrate formation
View Patent ↗The invention provides the use of compounds of the formula (1) where R 1 , R 2 are each independently C 1 - to C 22 -alkyl, C 2 - to C 22 -alkenyl, C 6 - to C 30 -aryl or C 7 - to C 30 -alkylaryl, R 3 is C 1 - to C 22 -alkyl, C 2 - to C 22 -alkenyl, C 6 - to C 30 -aryl or C 7 - to C 30 -alkylaryl, —CHR 5 —COO − or —O − , R 4 is M, hydrogen or an organic radical which optionally contains heteroatoms and has from 1 to 100 carbon atoms, B is an optionally substituted C 1 - to C 30 -alkylene group, D is an organic radical which optionally contains heteroatoms and has from 1 to 600 carbon atoms, X, Y are each independently O or NR 6 , R 5 , R 6 are each independently hydrogen, C 1 - to C 22 -alkyl, C 2 - to C 22 -alkenyl, C 6 - to C 30 -aryl or C 7 - to C 30 -alkylaryl, and M is a cation as gas hydrate inhibitors.
1. A method for inhibiting gas hydrate formation in a mixture of hydrocarbon and water, said method comprising adding to the mixture a compound of formula (1)
where
R 1 , R 2 are each independently C 1 - to C 22 -alkyl, C 2 - to C 22 -alkenyl, C 6 - to C 30 -aryl or C 7 - to C 30 -alkylaryl,
R 3 is C 1 - to C 22 -alkyl, C 2 - to C 22 -alkenyl, C 6 - to C 30 -aryl or C 7 - to C 30 -alkylaryl, —CHR 5 —COO − or —O − ,
R 4 is M, hydrogen or an organic radical having from 1 to 100 carbon atoms,
B is straight-chain or branched C 1 - to C 30 -alkylene group,
D is an organic radical having from 1 to 600 carbon atoms,
X, Y are each independently O or NR 6 ,
R 5 , R 6 are each independently hydrogen, C 1 - to C 22 -alkyl, C 2 - to C 22 -alkenyl, C 6 - to C 30 -aryl or C 7 - to C 30 -alkylaryl, and
M is a cation.
2. The method of claim 1 , wherein B is a C 2 - to C 4 -alkylene group.
3. The method of claim 1 , wherein R 1 and R 2 are each independently an alkyl or alkenyl group of from 2 to 14 carbon atoms.
4. The method of claim 1 , wherein R 3 is an alkyl or alkenyl group having from 1 to 12 carbon atoms.
5. The method of claim 1 , wherein R 5 and R 6 are hydrogen.
6. The method of claim 1 , wherein R 4 is a radical of the formula (2)
where R 1 , R 2 , R 3 and B are each as defined in claim 1 .
7. The method of claim 1 , wherein D is a C 2 - to C 50 -alkylene or C 2 - to C 50 -alkenylene group.
8. The method of claim 1 , wherein D is derived from substituted succinic acid derivatives having from 10 to 100 carbon atoms.
9. The method of claim 1 , wherein D is a radical of the formula (3)
where
R 7 and R 12 are each either hydrogen or a C 2 - to C 100 -alkyl or C 2 - to C 100 -alkenyl radical which is obtainable as an oligomer of C 2 - to C 8 -alkenes and may be straight-chain or branched, with the proviso that exactly one of the R 7 and R 12 radicals is hydrogen, and R 1 , R 2 , R 3 , R 4 , X, Y and B are each as defined in claim 1 .