Process for the preparation of monodispersed polymer beads

• US 5,292,814 A
• Filed: 03/14/1991
• Issued: 03/08/1994
• Est. Priority Date: 04/29/1987
• Status: Expired due to Term

• Current Assignee: Wolfgang Rapp
• Original Assignee: Ernst Bayer, Wolfgang Rapp
• Inventors: Bayer, Ernst, Rapp, Wolfgang
• Primary Examiner(s): Seidleck, James J.
• Assistant Examiner(s): CLARK, WILLIAM R H
• Application Number:
  US07/669,598
• Time in Patent Office: 1,090 Days
• Field of Search: 524/461, 525/244, 525/259, 525/243, 525/261, 525/266, 525/267
• US Class Current: 525/243
• CPC Class Codes: B01J 20/26 Synthetic macromolecular compounds
• CPC Class Codes: C08F 212/08 Styrene
• CPC Class Codes: C08F 257/02 on to polymers of styrene or alkyl-substituted styrenes
• CPC Class Codes: C12N 11/082 obtained by reactions only involving carbon-to-carbon unsaturated bonds

Abstract

The invention concerns a process for the preparation of monodispersed polymer beads, wherein in a first stage a seed polymer is prepared in an organic solvent and in the presence of an R--X compound, separated and in a second stage an emulsion polymerization is carried out in an aqueous medium in the presence of the seed polymer. The polymer beads obtained in this manner have diameters in the range of 0.5 to 50 μm, and may be used in the immobilization of proteins and cells, as carriers of catalysts and in peptide synthesis and in chromatography.

Claims

1. A process for the preparation of monodispersed polymer beads having a diameter of 0.5 to 50 μ

m, wherein, in a first homogeneous stage, a seed polymer is prepared by polymerizing a monomer dissolved in at least one organic solvent, yielding a monodispersed seed, in the presence of a polymerization initiator and triphenylmethane or a compound having the formula R--X, wherein

R is a saturated or unsaturated, linear or branched aliphatic radical with more than 6 carbon atoms, and

X is selected from the group consisting of a hydrogen, halogen atom, a hydroxy group, a C₁ -C₆ alkoxy group, an amino group, a C₁ -C₆ alkylamino group, a di-C₁ -C₆ alkylamino group, a phenyl group or a phenyl group optionally substituted with a C₁ -C₄ alkyl group, a polyoxyethylenated hydroxy group or a sulfonic acid group;

separating the seed polymer obtained; and

wherein, in a second stage, an emulsion polymerization is carried out by polymerizing a monomer in the presence of the seed polymer, an emulsifier, a polymerization initiator and optionally a cross-linking agent, in an aqueous medium.

2. A process according to claim 1, wherein an alcohol is used as the organic solvent.

3. A process according to claim 1, wherein, in the second stage an inert, nonpolymerizing compound is added.

4. Monodispersed polymer beads obtained by a process according to claim 1.

15. The process of claim 1 wherein the seed polymer formed in said first homogeneous stage has a diameter of 1.0 to 5 μ

m.

5. A process for the preparation of monodispersed polymer beads having a diameter of 0.5 to 50 μ

m, wherein, in a first homogenous stage, a seed polymer is prepared by polymerizing a monomer dissolved in at least one alcohol, which is a solvent for the monomer, yielding a monodispersed seed, in the presence of a polymerization initiator and a compound having the formula R--X, wherein

R is a C₇ -C₂₀ alkyl radical and

X is selected from the group consisting of a halogen atom, a phenyl group or a phenyl group optionally substituted with a C₁ -C₄ alkyl group;

separating the seed polymer obtained; and

wherein, in a second stage, an emulsion polymerization is carried out by polymerizing a monomer in the presence of the seed polymer, an emulsifier, a polymerization initiator and a cross-linking agent, in an aqueous medium and wherein, in said second stage, an inert, nonpolymerizing compound is added and subsequently removed after polymerization.

6. A process according to claim 5 wherein the alcohol is C₁ -C₄ alcohol.

7. A process according to claim 6 wherein the alcohol is selected from the group consisting of methanol, ethanol or t-butanol.

8. A process according to claim 5 wherein R is a C₉ C₁₈ alkyl radical.

9. A process according to claim 5 wherein X is selected from the group consisting of a halogen atom or a phenyl group.

10. A process according to claim 5 wherein the R--X compound is selected from the group consisting of nonylbenzene or dodecylchloride.

11. A process according to claim 5 wherein the crosslinking agent is selected from the group consisting of divinylbenzene, bifunctional acrylic compounds, functionalized styrenes or mixtures thereof.

12. Monodispersed polymer beads obtained by a process according to claim 5.

16. The process of claim 5 wherein the seed polymer formed in said first homogeneous stage has a diameter of 1.0 to 5 μ

m.

13. A process for the preparation of monodispersed polymer beads having a diameter of 0.5 to 50 μ

m, wherein, in a first homogenous stage, a seed polymer is prepared by polymerizing a monomer dissolved in at least one alcohol, which is a solvent for the monomer, yielding a monodispersed seed, in the presence of a polymerization initiator and a compound having the formula R--X, wherein

R is a C₇ -C₂₀ alkyl radical and

X is selected from the group consisting of a halogen atom, a phenyl group or a phenyl group optionally substituted with a C₁ -C₄ alkyl group;

separating the seed polymer obtained; and

wherein, in a second stage, an emulsion polymerization is carried out by polymerizing a monomer in the presence of the seed polymer, an emulsifier, a polymerization initiator and a bifunctional monomer cross-linking agent, in an aqueous medium and wherein, in said second stage, an inert, nonpolymerizing compound is added and subsequently removed after polymerization.

14. A process according to claim 13 wherein the bifunctional monomer cross-linking agent is divinylbenzene.

17. The process of claim 13 wherein the seed polymer formed in said first homogeneous stage has a diameter of 1.0 to 5 μ

m.