Hydrophobically-modified associative thickener polymers process for the preparation and uses thereof
Disclosed is a hydrophobically-modified associative thickener polymer prepared from a reaction mixture comprising a) a polytetrahydrofuran having a formula (I): b) at least one active hydrogen-containing compound; c) a gem-polyhalide with an alkali hydroxide; or d) a polyglycidyl ether with an alkali hydroxide; e) optionally, a hydrophobe-containing compound, wherein m is an integer in a range from 2 to 750; also disclosed are the aqueous protective coating compositions; further disclosed is a process to prepare a hydrophobically-modified associative thickener polymer.
1 . A hydrophobically-modified associative thickener polymer prepared from a reaction mixture comprising:
a) a polytetrahydrofuran having a formula (I):
b) at least one active hydrogen-containing compound;
c) a gem-polyhalide with an alkali hydroxide; or
d) a polyglycidyl ether with an alkali hydroxide; and
e) a monofunctional hydrophobe-containing component,
wherein m is an integer in a range from 2 to 750,
wherein the active hydrogen containing compound(s) are present in an amount from about 50 wt % to about 99 wt %.
2 . A hydrophobically-modified associative thickener polymer of claim 1 , wherein the monofunctional hydrophobe-containing component with an epoxide functionality is represented by the formula (VI):
wherein AA is a substituted or unsubstituted compound having a functionality selected from the group consisting of alkyl, alkylene, alkyne, alkenyl, alkynyl, aryl, alkylaryl, arylalkylene, arylalkyne, arylalkenyl, arylalkynyl, cyclic, cycloaliphatic, and polycyclic moieties, optionally containing at least one heteroatom.
3 . A hydrophobically-modified associative thickener polymer of claim 2 , wherein the monofunctional hydrophobe-containing component with an epoxide functionality is selected from the group consisting of allylglycidyl ether (AGE), 2-ethylhexylglycidyl ether (EHGE), hexadecylglycidyl ether (HAGE-13), oxirane [(docosyloxy), methyl] (HAGE-22), naphthylglycidyl ether (NGE), n-butylglycidyl ether (n-BGE), iso-butylglycidyl ether (iso-BGE), E10P glycidyl ether, glycidyl ether based on cashew nutshell liquid, and glycidyl ester.
4 . A hydrophobically-modified associative thickener polymer of claim 1 , wherein the polyglycidyl ether is represented by formula (VIII):
wherein A is a substituted or unsubstituted compound having a functionality selected from the group consisting of alkyl, alkylene, alkyne, alkenyl, alkynyl, aryl, alkylaryl, arylalkylene, arylalkyne, arylalkenyl, arylalkynyl, cyclic, cycloaliphatic, and polycyclic moieties, optionally containing at least one heteroatom; and s is an integer in the range from 2 to 4.
5 . A hydrophobically-modified associative thickener polymer of claim 4 , wherein the polyglycidyl ether is represented by formula (IX):
wherein R 1 is H or methyl; and t is an integer in the range from 1 to 500.
6 . A process to prepare a hydrophobically-modified associative thickener polymer of claim 1 , comprising:
i) a reactor is charged with polytetrahydrofuran, at least one active hydrogen-containing compound, and an alkali hydroxide while heating the contents of the reactor to at least 70° C.;
ii) the contents of the reactor are mixed under vacuum of around 29 inches Hg,
iii) a gem-polyhalide is added to the reaction mixture of step ii) and the contents of the reactor are mixed;
iv) optionally, the temperature of the reaction mixture is increased;
v) a monofunctional hydrophobe-containing component is added, and the contents of the reactor are further mixed; and
vi) the contents of the reactor are discharged and allowed to cool to 20-25° C. to obtain a solid polymer.
7 . A process to prepare a hydrophobically-modified associative thickener polymer of claim 1 , comprising:
i) a reactor is charged with polytetrahydrofuran, at least one active hydrogen-containing compound, and an alkali hydroxide while heating the contents of the reactor to at least 70° C.;
ii) the contents of the reactor are mixed under vacuum of around 29 inches Hg,
iii) a polyglycidyl ether is added to the reaction mixture of step ii) and the contents of the reactor are mixed;
iv) optionally, the temperature of the reaction mixture is increased;
v) a monofunctional hydrophobe-containing component is added, and the contents of the reactor are further mixed; and
vi) the contents of the reactor are discharged and allowed to cool to 20-25° C. to obtain a solid polymer.