Substantially monodispersed mixtures of polymers having polyethylene glycol moieties

• US 7,119,162 B2
• Filed: 10/29/2004
• Issued: 10/10/2006
• Est. Priority Date: 06/04/2001
• Status: Expired due to Term

• Current Assignee: Biocon Limited (Biocon Incorporated)
• Original Assignee: Nobex Corporation (Biocon Incorporated)
• Inventors: Ekwuribe, Nnochiri N., Odenbaugh, Amy L., Price, Christopher H., Ansari, Aslam M.
• Primary Examiner(s): Truong, Duc
• Application Number:
  US10/977,973
• Publication Number:
  US 20050059799A1
• Time in Patent Office: 711 Days
• Field of Search: 528/425, 528/373, 528/391, 528/396, 568/613, 568/622, 524/155, 524/167
• US Class Current: 528/425
• CPC Class Codes: C08G 65/334 containing sulfur
• CPC Class Codes: C08L 71/00 Compositions of polyethers obtained by reactions forming an ether link in the main chain of polyacetals C08L59/00; of epoxy resins C08L63/00; of polythioether-ethers C08L81/02; of polyether-sulfones C08L81/06; Compositions of derivatives of such polymers
• CPC Class Codes: C08L 71/02 Polyalkylene oxides

Abstract

Methods of synthesizing a substantially monodispersed mixture of polymers comprising polyethylene glycol moieties include:

• • reacting a substantially monodispersed mixture of compounds having the structure of Formula I:
    R¹(OC₂H₄)_n—O⁻X⁺   (I)
  • wherein R¹ is H or a lipophilic moiety; n is from 1 to 25; and X⁺ is a positive ion,
    with a substantially monodispersed mixture of compounds having the structure of Formula II:
    R²(OC₂H₄)_m—OMs   (II)
  • wherein R² is H or a lipophilic moiety; and m is from 1 to 25, under conditions sufficient to provide a substantially monodispersed mixture of polymers comprising polyethylene glycol moieties and having the structure of Formula III:
    R²(OC₂H₄)_m+n—OR¹ .   (III)
    Substantially monodispersed mixtures of polymers comprising polyethylene glycol moieties are also disclosed.

Claims

1. A substantially monodispersed mixture of polymers, wherein at least 95 percent of the polymers in the mixture each has a formula:

R²(OC₂H₄)_nOR¹ 

 

(Formula A)

where

n is from 7 to 50,

R¹ is H or a lipophilic moiety, and

R² is H or a lipophilic moiety, and

wherein the at least 95 percent of the polymers in the mixture each has the same number of polyethylene glycol subunits.

2. The mixture of polymers of claim 1 wherein R¹ is H.

3. The mixture of polymers of claim 1 wherein R² is H.

4. The mixture of polymers of claim 1 wherein R¹ and R² are each H.

5. The mixture of polymers of claim 1 wherein R¹ is a lipophilic moiety.

6. The mixture of polymers of claim 1 wherein R² is a lipophilic moiety.

7. The mixture of polymers of claim 1 wherein R¹ and R² are each a lipophilic moiety.

8. The mixture of polymers of claim 1 wherein R¹ is alkyl.

9. The mixture of polymers of claim 1 wherein R² is alkyl.

10. The mixture of polymers of claim 1 wherein R¹ and R² are each alkyl.

11. The mixture of polymers of claim 1 wherein R¹ is fatty acid.

12. The mixture of polymers of claim 1 wherein R² is fatty acid.

13. The mixture of polymers of claim 1 wherein R¹ and R² are each fatty acid.

14. The mixture of polymers of claim 1 wherein R¹ is methyl.

15. The mixture of polymers of claim 1 wherein R² is methyl.

16. The mixture of polymers of claim 1 wherein R¹ and R² are each methyl.

17. The mixture of polymers of claim 1, wherein at least 96 percent of the polymers in the mixture have the same molecular weight, wherein the at least 96 percent of the polymers in the mixture each has a Formula A, and wherein the at least 96 percent of the polymers in the mixture each has the same number of polyethylene glycol subunits.

18. The mixture of polymers of claim 1, wherein at least 97 percent of the polymers in the mixture have the same molecular weight, wherein the at least 97 percent of the polymers in the mixture each has a Formula A, and wherein the at least 97 percent of the polymers in the mixture each has the same number of polyethylene glycol subunits.

19. The mixture of polymers of claim 1, wherein at least 98 percent of the polymers in the mixture have the same molecular weight, wherein the at least 98 percent of the polymers in the mixture each has a Formula A, and wherein the at least 98 percent of the polymers in the mixture each has the same number of polyethylene glycol subunits.

20. The mixture of polymers of claim 1, wherein at least 99 percent of the polymers in the mixture have the same molecular weight, wherein the at least 99 percent of the polymers in the mixture each has a Formula A, and wherein the at least 99 percent of the polymers in the mixture each has the same number of polyethylene glycol subunits.