Packing material for liquid chromatography

Patent metadata

Field	Value
Publication number	US-11167264-B2
Application number	US-201615556384-A
Country	US
Kind code	B2
Filing date	Mar 3, 2016
Priority date	Mar 10, 2015
Publication date	Nov 9, 2021
Grant date	Nov 9, 2021

Abstract

Provided is a packing material for liquid chromatography, including a gel obtained by polymerizing monomers including 40% by mass or more of a crosslinkable monomer having a (meth)acryloyloxy group.

First claim

The invention claimed is:

1. A packing material for liquid chromatography, which is made of a gel obtained by polymerizing monomers including
40% by mass or more of a crosslinkable monomer having a (meth)acryloyloxy group, and
10 to 60% by mass of a non-crosslinkable monomer which consists of a compound having one ethylenic double bond in the molecule thereof, and

wherein the crosslinkable monomer having a (meth)acryloyloxy group is at least one compound represented by the general formula (3):

(in the formula, R 6 represents a (meth)acryloyloxy group or a hydroxyl group, and R 7 represents a hydrogen atom or a methyl group),
the non-crosslinkable monomer has a glycidyl group, and
the gel includes
a first hydroxyl group which is generated by reacting an epoxy group, which is originated from the glycidyl group of the non-crosslinkable monomer, with a polyol or water, and
a second hydroxyl group which is generated by reacting an epoxy group of glycidol and the first hydroxyl group which is generated by reacting the epoxy group, which is originated from the glycidyl group of the non-crosslinkable monomer, with the polyol or water.

2. The packing material for liquid chromatography according to claim 1 ,
wherein the non-crosslinkable monomer is a compound represented by the general formula (4):

(in the formula, R 8 represents a hydrogen atom or a methyl group, and Y represents a monovalent organic group having a glycidyl group).

3. A size exclusion liquid chromatography comprising:
introducing a sample capable of being dissolved in an aqueous solvent into a column filled with a packing material for liquid chromatography according to claim 1 to perform detection using a light scattering detector,
wherein the packing material includes the gel according to claim 1 .

4. The packing material for liquid chromatography according to claim 1 ,
wherein the gel is a porous polymer gel and the volume-average particle diameter of the packing material is 1 to 500 microns.

5. The packing material for liquid chromatography according to claim 1 ,
wherein the gel is a hydrophilic gel, the content of the crosslinkable monomer is 50% by mass or more, and the content of the non-crosslinkable monomer is 10 to 50% by mass.

6. The packing material for liquid chromatography according to claim 1 ,
wherein the crosslinkable monomer includes at least one selected from the group consisting of pentaerythritol triacrylate and pentaerythritol tetraacrylate.

7. A liquid chromatography device, comprising:
the packing material for liquid chromatography according to claim 1 ;
a column including the packing material;
a pump which transports a liquid to the column;
a detector which analyzes the components eluted from the column; and
a device which processes the data detected from the detector.

8. The packing material for liquid chromatography according to claim 1 , wherein the non-crosslinkable monomer is glycidyl methacrylate.

9. The packing material for liquid chromatography according to claim 1 , wherein, when a content in % by mass of the crosslinkable monomer with respect to all monomers as a raw material of the gel is referred to as a degree of crosslinking, the degree of crosslinking of the gel is 60% by mass or more, and the content of the non-crosslinkable monomer is 10 to 40% by mass.

10. A packing material for liquid chromatography, which is made of a gel obtained by polymerizing monomers including 40% by mass or more of a crosslinkable monomer having a (meth)acryloyloxy group, wherein
the crosslinkable monomer having a (meth)acryloyloxy group is an ester of a pentaerythritol and a (meth)acrylic acid,
the ester of a pentaerythritol and a (meth)acrylic acid includes pentaerythritol tri(meth)acrylate,
the polymerizing monomers includes less than 60% by mass of a non-crosslinkable monomer which consists of a compound having one ethylenic double bond in the molecule thereof,
when a content in % by mass of the crosslinkable monomer with respect to all monomers as a raw material of the gel is referred to as a degree of crosslinking, the degree of crosslinking of the gel is 40% by mass to 95% by mass,
the non-crosslinkable monomer has a glycidyl group,
the gel includes a first hydroxyl group which is generated by reacting an epoxy group, which is originated from the glycidyl group of the non-crosslinkable monomer, with a polyol or water,
the crosslinkable monomer is selected from the group consisting of pentaerythritol triacrylate and a mixture of pentaerythritol triacrylate and pentaerythritol tetraacrylate.

11. The packing material for liquid chromatography according to claim 10 , wherein the gel includes
the first hydroxyl group which is generated by reacting the epoxy group, which is originated from the glycidyl group of the non-crosslinkable monomer, with the polyol or water, and
a second hydroxyl group which is generated by reacting an epoxy group of glycidol and the first hydroxyl group which is generated by reacting the epoxy group, which is originated from the glycidyl group of the non-crosslinkable monomer, with the polyol or water.

12. The packing material for liquid chromatography according to claim 1 , wherein the crosslinkable monomer having a (meth)acryloyloxy group is at least one selected from the group consisting of pentaerythritol triacrylate, pentaerythritol tetraacrylate, and a mixture of pentaerythritol triacrylate and pentaerythritol tetraacrylate.

13. The packing material for liquid chromatography according to claim 10 , wherein the polymerizing monomers includes pentaerythritol tetraacrylate.

Assignees

• Showa Denko Kk

Inventors

• Matsui Toru
• Kato Junya

Classifications

• G01N30/74

  Optical detectors {(measurement of intensity, velocity, spectral content, polarisation, or phase of infrared, visible or ultraviolet light G01J)} · CPC title

• G01N30/88

  Integrated analysis systems specially adapted therefor, not covered by a single one of the groups G01N30/04 - G01N30/86 · CPC title

• B01J2220/54

  Sorbents specially adapted for analytical or investigative chromatography · CPC title

• B01J20/291

  Gel sorbents · CPC title

• B01D15/34

  Size-selective separation, e.g. size-exclusion chromatography; Gel filtration; Permeation · CPC title