Method of making macroporous cation exchange resins
View Patent ↗Methods of making macroporous cation exchange resins are described. The macroporous cation exchange resins are in the form of particles such as beads that contain a hydrophilic, crosslinked, (meth)acrylic-type polymeric material. Additionally, methods of purifying a positively charged material using the macroporous cation exchange resins, methods of making chromatographic columns that contain the macroporous cation exchange resins, methods of making filter elements that contain the macroporous cation exchange resins, and methods of making porous composite materials that contain the macroporous cation exchange resins are described.
1. A method of preparing a macroporous cation exchange resin, the method comprising:
forming an aqueous phase composition comprising
a) a monomer mixture comprising
i) a crosslinking monomer comprising N,N′-alkylenebis(meth)acrylamide, N,N′-heteroalkylenebis(meth)acrylamide, or a combination thereof in an amount in a range of 15 to 90 weight percent based on a weight of monomers in the monomer mixture; and
ii) a negatively charged ionic monomer,
wherein substantially all the monomers in the monomer mixture have a lipophilicity index less than or equal to 20; and
b) a water-soluble porogen of Formula I
R 1 —(R 2 —O) n —R 3 (I)
wherein
R 1 is hydroxy, alkoxy, carboxy, acyloxy, or halo;
each R 2 is independently an alkylene having 1 to 4 carbon atoms;
R 3 is hydrogen, alkyl, carboxyalkyl, acyl, or haloalkyl; and
n is an integer of 1 to 1,000; and
c) an aqueous phase solvent mixture comprising water and a mono-alcohol having 1 to 4 carbon atoms, wherein the mono-alcohol is present in an amount of at least 20 weight percent based on a total weight of the aqueous phase solvent mixture;
suspending the aqueous phase composition in a non-polar organic solvent;
polymerizing the monomer mixture to form particles of polymeric material; and
removing the porogen from the particles to form a macroporous cation exchange resin.
2. The method of claim 1 , wherein the macroporous cation exchange resin has pores having a diameter less than or equal to 200 nanometers.
3. The method of claim 2 , wherein the macroporous cation exchange resin has a pore volume of at least 0.1 cubic centimeters per gram and a surface area of at least 20 m 2 /g.
4. The method of claim 1 , wherein the crossliniking monomer is present in an amount of 25 to 75 weight percent based on a total weight of monomers in the monomer mixture and the negatively charged ionic monomer is present in an amount of 25 to 75 weight percent based on the total weight of monomers in the monomer mixture.
5. The method of claim 1 , wherein the negatively charged ionic monomer is of Formula II or salts thereof
wherein
Y is a straight or branched alkylene having 1 to 10 carbon atoms; and
R b is hydrogen or methyl.
6. The method of claim 1 , wherein R 2 is ethylene or propylene.
7. The method of claim 1 , wherein R 1 is hydroxy and R 3 is hydrogen or R 1 is hydroxy and R 3 is alkyl.
8. The method of claim 1 , wherein the porogen comprises a polyethylene oxide with a molecular weight no greater than 1,000 g/mole.
9. The method of claim 8 , wherein the polyethylene oxide has hydroxy end groups.
10. The method of claim 1 , wherein the porogen comprises a mixture of a first porogen comprising an alkylene glycol and a second porogen comprising a polyalkylene oxide.
11. The method of claim 10 , wherein the first porogen comprises ethylene glycol and the second porogen comprises polyethylene oxide with hydroxy end groups.
12. The method of claim 1 , wherein the mono-alcohol is present in an amount of at least 50 percent based on the total weight of the aqueous phase solvent mixture.