Chromatographic compositions

Patent metadata

Field	Value
Publication number	US-10857516-B2
Application number	US-201815921811-A
Country	US
Kind code	B2
Filing date	Mar 15, 2018
Priority date	Mar 16, 2017
Publication date	Dec 8, 2020
Grant date	Dec 8, 2020

Abstract

Provided herein are stationary phase compositions comprising a chromatographic surface of porous or non-porous core material comprising a surface modifier for use in chromatographic separations.

First claim

The invention claimed is:

1. A stationary phase composition comprising a chromatographic surface of porous or non-porous core material comprising a surface modifier having the Formula I, II, III, or IV:

or a combination thereof, wherein:
x and y are each independently integers from 0 to 10;
a is 0 to 5;
b is 0 to 5;
R 1 and R 2 are each independently selected from (C 1 -C 3 )alkyl, hydroxyl, fluorine, chlorine, bromine, cyano, —C(O)NH 2 , and carboxyl;
R 3 and R 4 are each independently aryl optionally substituted with 1 to 5 groups selected from (C 1 -C 3 )alkyl, hydroxyl, fluorine, chlorine, bromine, cyano, —C(O)NH 2 , and carboxyl, or R 3 and R 4 are each independently (C 1 -C 4 )alkyl optionally substituted with cyano;
R 5 and R 6 are each independently selected from hydrogen, trimethylsilyl, triethylsilyl, triisopropylsilyl, tert-butyldimethylsilyl, n-butyldimethylsilyl,

R 7 is hydrogen, trimethylsilyl, triethylsilyl, triisopropylsilyl, tert-butyldimethylsilyl, or n-butyldimethylsilyl; and
the hashed bond designate the point at which the surface modifier is attached, wherein the total phenyl surface coverage of the composition is greater than or equal to 5.3 μmol/m 2 .

2. The stationary phase composition of claim 1 , wherein the surface modifier of Formula II is of the formula:

3. The stationary phase composition of claim 1 , wherein the surface modifier of Formula II is of the formula:

4. The stationary phase composition of claim 1 , wherein the surface modifier of Formula II is of the formula:

wherein R 5 is selected from trimethylsilyl, triethylsilyl, triisopropylsilyl, tert-butyldimethylsilyl, and nbutyldimethylsilyl.

5. The stationary phase composition of claim 4 , wherein R 5 is trimethylsilyl.

6. The stationary phase composition of claim 1 , wherein the surface modifier of Formula II is of the formula:

wherein R 5 is selected from

7. The stationary phase composition of claim 1 , wherein the surface modifier of Formula I is of the formula:

wherein R 5 is selected from hydrogen, trimethylsilyl, triethylsilyl, triisopropylsilyl, tert-butyldimethylsilyl, and n-butyldimethylsilyl; and R 6 is selected from

8. The stationary phase composition of claim 1 , wherein the surface modifier of Formula I is of the formula

wherein R 5 is selected from hydrogen, trimethylsilyl, triethylsilyl, triisopropylsilyl, tert-butyldimethylsilyl, and n-butyldimethylsilyl; and R 6 is selected from

9. The stationary phase composition of claim 1 , wherein the surface modifier of Formula I is of the Formula

wherein R 5 and R 6 are each independently selected from hydrogen,

10. The stationary phase composition of claim 1 , wherein the surface of the porous or non-porous core material further comprises a surface modifier having the Formula V:

wherein R 8 is selected from trimethylsilyl, triethylsilyl, triisopropylsilyl, tert-butyldimethylsilyl, and n-butyldimethylsilyl.

11. The stationary phase composition of claim 10 , wherein R 8 is trimethylsilyl.

12. The stationary phase composition of claim 1 , wherein each b is 0 to 3.

13. The stationary phase composition of claim 1 , wherein each b is 0.

14. The stationary phase composition of claim 1 , wherein each a is 0 to 3.

15. The stationary phase composition of claim 1 , wherein each a is 0.

16. The stationary phase composition of claim 1 , wherein each x is 0 to 4.

17. The stationary phase composition of claim 1 , wherein each x is 0.

18. The stationary phase composition of claim 1 , wherein each y is 0 to 4.

19. The stationary phase composition of claim 1 , wherein each y is 0.

20. The stationary phase composition of claim 1 , wherein each R 3 and R 4 are independently aryl or (C 1 -C 4 )alkyl optionally substituted with cyano.

Assignees

• Waters Technologies Corp

Inventors

• Lauber Matthew A
• Walsh Daniel P

Classifications

• B01J20/3227

  by end-capping, i.e. with or after the introduction of functional or ligand groups · CPC title

• B01J20/3259

  comprising at least two different types of heteroatoms selected from nitrogen, oxygen or sulfur with at least one silicon atom · CPC title

• B01J20/3261

  comprising a cyclic structure not containing any of the heteroatoms nitrogen, oxygen or sulfur, e.g. aromatic structures · CPC title

• B01J20/3219

  involving a particular spacer or linking group, e.g. for attaching an active group · CPC title

• B01J20/289

  bonded via a spacer · CPC title