Granted Patent B2

US 12,291,618 · App. 17/601,766 · Granted May 6, 2025

Inventors: Andreas Seubert (Marburg, DE); Jonathan Sebastian Tripp (Marburg, DE); Rudolf Aeschlimann (Urnäsch, CH); Michael Ott (Thalheim an der Thur, CH); Bastian Brand (Siebnen, CH)

Assignee: Metrohm AG

C08J7/056B01D15/361B01J39/20B01J39/26B01J41/14B01J41/20B01J47/02C08J7/12C08J2325/08

Abstract

Claims (31)

1. A method of modifying a polymeric support material for use as a stationary phase in an analytical or preparative separation process, the method comprising the steps of:

a. providing a polymeric carrier material at least partially formed from aromatic hydrocarbon compounds having at least two vinyl or allyl substituents;

b. generating hydroxy groups on/in the polymeric support material by a process comprising the steps of

b.1 oxidative treatment of the polymer carrier material, and subsequently

b.2 reductive or hydrolytic treatment of the reaction product of step b.1;

c. reacting the product of step b.2. with a polyfunctional compound comprising

at least a first functional group reactive with hydroxy groups, and

at least one second functional group reactive with at least one of amines and hydroxy groups.

2. The method of claim 1 , wherein step c is followed by step:

d. Carrying out a number of coating cycles comprising the steps of:

d.1 introducing or generating hydroxy groups by reaction of the second functional group, introduced in step c, by

reaction with a polyfunctional compound having hydroxy groups, or

hydrolysis, or

a combination thereof;

d.2 Reaction of the product of step d.1. with a polyfunctional compound comprising:

at least a first functional group reactive with hydroxy groups, and

at least one second functional group reactive with at least one of amines and hydroxy groups;

where the number of coating cycles is between 0 and 20.

3. The method of claim 1 , additionally comprising the step:

e. introduction of ion exchange groups on the reaction product from step c.

4. The method according to claim 1 , wherein the polymeric carrier material in step a, which is formed at least in part from aromatic hydrocarbon compounds having at least two vinyl or allyl substituents, is additionally formed in part from monomers selected from the group consisting of:

ethylvinylbenzene,

vinyl acetate,

styrene, and

a combination thereof.

5. The method according to claim 1 , wherein the oxidative treatment in step b.1 is a treatment with a peracid, a treatment with KMnO 4 , a treatment with oxygen plasma or a combination thereof.

6. The method according to claim 1 , wherein the compound used in step c, comprising at least one first functional group reactive with hydroxy groups and at least one second functional group reactive with at least one of amines and hydroxy groups, is an epihalohydrin.

7. The method according to claim 1 , wherein the polyfunctional compound used in step c, comprising at least one first functional group reactive with hydroxy groups and at least one second functional group reactive with at least one of amines and hydroxy groups, is a spacer molecule.

8. The method according to claim 2 , wherein the polyfunctional compound used in step d.2, comprising at least one first functional group reactive with hydroxy groups and at least one second functional group reactive with at least one of amines and hydroxy groups, is an epihalohydrin or a spacer molecule.

9. The method according to claim 2 , wherein the number of coating cycles is between 0 and 10.

10. The method according to claim 2 , wherein the ion exchange group is introduced by reacting the compound of step c or d.2 with an organoelement compound of the 5th main group.

Assignments (1)

Priority Claims (1)

Continuity (1)

References Cited (21)