POLYMERIZATION INHIBITOR FOR STABILIZING OLEFINICALLY UNSATURATED MONOMERS
A polymerization inhibitor for stabilizing olefinically unsaturated monomers containing at least one compound of formula (1) and/or (2) according to the invention. Stabilized monomer compositions.
1 . A method for stabilizing an olefinically unsaturated monomer, comprising mixing at least one olefinically unsaturated monomer and a polymerization inhibitor composition comprising at least one compound of formulae (1) and/or (2):
where:
R 1 , R 2 , R 3 and R 4 =alkyl group having from 1 to 4 carbon atoms,
Y 1 , Y 2 =alkyl group having from 1 to 4 carbon atoms, or Y 1 and Y 2 together form a ring system, and
X − =inorganic or organic anion,
where the substituents R 1 , R 2 , R 3 , R 4 , Y 1 and Y 2 are the same or different, and where Y 1 and Y 2 and the ring system based on Y 1 and Y 2 may be unsubstituted or substituted.
2 . The method to claim 1 , wherein Y 1 and Y 2 are substituted with one or more substituents selected from alkyl, ester, ether, hydroxyl, oxo, cyano, cyanohydrin, amino, amide, carboxyl, halogen, hydantoin, ketal, acetal and urethane group.
3 . The method according to claim 1 ,
wherein the at least one olefinically unsaturated monomer is selected from the group consisting of ethene, propene, propylene, butadiene, vinyl acetate, (meth)acrylic acid, (meth)acrylate, acrylonitrile, acrolein, N-vinyl-formamide, chloroprene, isoprene, divinylbenzene, styrene, and mixtures thereof.
4 . The method according to claim 1 ,
wherein
from 100 ppb (m/m) to 10 000 ppm (m/m) of at least one compound of formula (1) and/or (2) is added to the monomer, based on the olefinically unsaturated monomer.
5 . The method according to claim 1 ,
wherein
from 1 ppm (m/m) to 1000 ppm (m/m) of at least one compound of formula (1) and/or (2) is added to the monomer, based on the olefinically unsaturated monomer.
6 . The method according to claim 1 ,
wherein the compound of formula (1) is a compound of the formula (3)
and
the compound of formula (2) is a compound of the formula (4)
wherein
R 1 , R 2 , R 3 and R 4 =alkyl group having from 1 to 4 carbon atoms,
E=alkyl, ester, ether, hydroxyl, oxo, cyano, cyanohydrin, amino, amide, carboxyl, halogen, hydantoin, ketal, acetal or urethane group and
X − =inorganic or organic anion,
wherein the substituents of the R 1 , R 2 , R 3 and R 4 type are the same or different.
7 . A monomer composition, comprising
at least one olefinically unsaturated monomer and a polymerization inhibitor composition comprising at least one compound of formulae (1) and/or (2)
wherein
R 1 , R 2 , R 3 and R 4 =alkyl group having from 1 to 4 carbon atoms and
Y 1 , Y 2 =alkyl group having from 1 to 4 carbon atoms, or
Y 1 and Y 2 =together form a ring system, and
X − =inorganic or organic anion,
where R 1 , R 2 , R 3 , R 4 , Y 1 and Y 2 are the same or different, and Y 1 and Y 2 and the ring system based on Y 1 and Y 2 type may be unsubstituted or substituted.
8 . The method according to claim 1 ,
wherein in the polymerization inhibitor composition the compound of formula (1) is present in an amount of 40 to 60% by weight and the compound of formula (2) is present in an amount of 60 to 40% by weight relative to the total weight of compounds of formulae (1) and (2).
9 . The method according to claim 8 ,
wherein in the polymerization inhibitor composition the compound of formula (1) is present in an amount of 45 to 55% by weight and the compound of formula (2) is present in an amount of 55 to 45% by weight relative to the total weight of compounds of formulae (1) and (2).
10 . The method according to claim 1 , wherein the polymerization inhibitor comprises at least one compound of formula (1).
11 . The method according to claim 1 , wherein the polymerization inhibitor comprises at least one compound of formula (2).
12 . The monomer composition according to claim 7 ,
wherein in the polymerization inhibitor composition the compound of formula (1) is present in an amount of 40 to 60% by weight and the compound of formula (2) is present in an amount of 60 to 40% by weight relative to the total weight of compounds of formulae (1) and (2).
13 . The monomer composition according to claim 12 ,
wherein in the polymerization inhibitor composition the compound of formula (1) is present in an amount of 45 to 55% by weight and the compound of formula (2) is present in an amount of 55 to 45% by weight relative to the total weight of compounds of formulae (1) and (2).
14 . The monomer composition according to claim 7 , wherein the polymerization inhibitor composition comprises at least one compound of formula (1).
15 . The monomer composition according to claim 7 , wherein the polymerization inhibitor composition comprises at least one compound of formula (2).
16 . The monomer composition according to claim 7 , wherein the compound of formula (1) is a compound of the formula (3)
and
the compound of formula (2) is a compound of the formula (4)
wherein
R 1 , R 2 , R 3 and =alkyl group having from 1 to 4 carbon atoms,
E=alkyl, ester, ether, hydroxyl, oxo, cyano, cyanohydrin, amino, amide, carboxyl, halogen, hydantoin, ketal, acetal or urethane group and
X − =inorganic or organic anion,
wherein the substituents of the R 1 , R 2 , R 3 and R 4 type are the same or different.
17 . The monomer composition according to claim 16 , wherein the polymerization inhibitor composition comprises at least one compound of formula (3).
18 . The monomer composition according to claim 16 , wherein the polymerization inhibitor composition comprises at least one compound of formula (4).