Corrosion and gas hydrate inhibitors having improved water solubility and increased biodegradability
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 6 COO − or —O − , A is a C 2 - to C 4 -alkylene group, B is a C 1 - to C 10 -alkylene group, X is O or NR 7 R 6 , R 7 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, R 4 is a C 1 - to C 50 -alkyl, C 2 - to C 50 -alkenyl radical, C 6 - to C 50 -aryl or C 7 - to C 50 -alkylaryl, R 5 is hydrogen, —OH or a C 1 - to C 4 -alkyl radical, n, m are each independently a number from 0 to 30, x is a number from 1 to 6, as corrosion and gas hydrate inhibitors, and also the compounds of formula 1.
1. A method for inhibiting corrosion and 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 6 COO − or —O − ,
A is a C 2 - to C 4 -alkylene group,
B is a C 1 - to C 10 -alkylene group,
X is O or NR 7
R 6 , R 7 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,
R 4 is a C 1 - to C 50 -alkyl, C 2 - to C 50 -alkenyl radical, C 6 - to C 50 -aryl or C 7 - to C 50 -alkylaryl,
R 5 is hydrogen, —OH or a C 1 - to C 4 -alkyl radical,
n, m are each independently a number from 0 to 30,
x is a number from 1 to 6.
2. The use as claimed in claim 1 , wherein A is an ethylene or propylene group.
3. The use as claimed in claim 1 , wherein B is a C 2 - to C 4 -alkylene group.
4. 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.
5. The method of claim 1 , wherein R 3 is an alkyl or alkenyl group having from 1 to 12 carbon atoms.
6. The method of claim 1 , wherein R 5, R 6 and R 7 are hydrogen.
7. The method of claim 1 , wherein n is a number in the range from 1 to 10.
8. The method of claim 1 , wherein R 4 is an alkyl or alkenyl group having from 4 to 30 carbon atoms.
9. The method of claim 1 , wherein x is 2 or 3.
10. The method of claim 1 , wherein a concentration of the compound of claim 1 in the mixture is between 5 and 5 000 ppm.
11. A compound 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 6 COO − or —O − ,
A is a C 2 - to C 4 -alkylene group,
B is a C 1 - to C 10 -alkylene group,
X is O or NR 7
R 6 , R 7 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,
R 4 is a C 1 - to C 50 -alkyl, C 2 - to C 50 -alkenyl radical, C 6 - to C 50 -aryl or C 7 - to C 50 -alkylaryl,
R 5 is hydrogen, —OH or a C 1 - to C 4 -alkyl radical,
n, m are each independently a number from 0 to 30,
x is a number from 1 to 6.