Thermally cleavable surfactants without deprotonation
The present invention describes surfactants of formula (I), wherein R, R N , and m are defined herein, processes for their preparation, and methods for their decomposition.
1. A compound of formula (I),
wherein R N is -L-G, wherein
L is -aryl-, -heteroaryl-, -(C 8 -C 30 )alkyl-, -(C 6 -C 20 )haloalkyl-, -(C 3 -C 10 ) cycloalkyl-, or -heterocyclyl-; and
G is —S(O) 2 OM,
wherein M is H, Li, Na, K, Rb, or Cs;
R is -L 1 -R′, wherein,
L 1 is a bond, -(C 1 -C 4 )alkyl-O-, -aryl-, or -(C 3 -C 10 )cycloalkyl-; and
R′ is -(C 8 -C 30 ) alkyl, -(C 6 -C 20 )haloalkyl, or -((C 1 -C 4 )alkyl-O) j -R″, wherein
j is an integer from 2 to 100; and
R″ is —H or methyl; and
m is an integer from 1 to 4.
2. The compound according to claim 1 , wherein
R N is -L-G, wherein
L is -aryl-, -(C 8 -C 30 )alkyl-, or -(C 6 -C 20 )haloalkyl-; and
G is —S(O) 2 OM,
wherein M is H, Li, Na, K, Rb, or Cs.
3. The compound according to claim 1 , wherein
R is -L 1 -R′, wherein,
L 1 is a bond or -(C 1 -C 4 )alkyl-O-; and
R′ is -(C 8 -C 30 )alkyl or -(C 6 -C 20 )haloalkyl.
4. The compound according to claim 1 , of formula (II),
5. The compound according to claim 4 , wherein m is 1 or 2.
6. The compound according to claim 4 , of formula (III),
7. The compound according to claim 6 , wherein
R is -L 1 -R′, wherein,
L 1 is a bond; and
R′ is -(C 8 -C 30 )alkyl or -(C 6 -C 20 )haloalkyl.
8. The compound according to claim 7 , wherein R′ is -(C 8 -C 30 ) alkyl.
9. The compound according to claim 1 which is exo-4- octadecyl-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxy-N- (4-sodium sulfophenyl)imide.
10. The compound according to claim 1 which is exo-4-dodecyl-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxy-N-(4-sodium sulfophenyl)imide.