Pet solutions and methods of making pet solutions for medical devices

Patent metadata

Field	Value
Publication number	US-2017290957-A1
Application number	US-201715485491-A
Country	US
Kind code	A1
Filing date	Apr 12, 2017
Priority date	Apr 12, 2016
Publication date	Oct 12, 2017
Grant date	—

Abstract

A method of making a solution including poly(ethylene terephthalate). The method includes dissolving poly(ethylene terephthalate) in a solvent mixture to form a solution, the solvent mixture including two solvent components. A Hansen Solubility Parameter Distance between the solvent mixture and HSP coordinates having a dispersion HSP of 18.02 MPa 0.5 , a polar HSP of 5.56 MPa 0.5 , and a hydrogen bonding HSP of 14.27 MPa 0.5 is less than about 2 MPa 0.5 .

First claim

We claim:

1 . A method of making a solution including poly(ethylene terephthalate), the method comprising:
dissolving poly(ethylene terephthalate) in a solvent mixture to form a solution, the solvent mixture including at least two solvent components, wherein a solubility of the poly(ethylene terephthalate) in the solvent mixture is at least about 2 wt. % at a temperature from about 20° C. to about 25° C., wherein a Hansen Solubility Parameter Distance between the solvent mixture and HSP coordinates having a dispersion HSP of 18.02 MPa 0.5 , a polar HSP of 5.56 MPa 0.5 , and a hydrogen bonding HSP of 14.27 MPa 0.5 is less than about 2 MPa 0.5 .

2 . The method of claim 1 , wherein the solvent mixture consists of two solvent components, a first solvent component and a second solvent component, wherein the first solvent component is present in the solvent mixture in concentrations of greater than or equal to about 50 vol. % of the solvent mixture, with the balance being the second solvent component

3 . The method of claim 2 , wherein the second solvent component is dl-lactic acid and the first solvent component is one of (E)-cinnamyl alcohol, 2-allylphenol, 4-propylphenol, chavicol, dihydroeugenol, hawthorn carbinol, hawthorn ethanol, isopropenylphenol, n-butyl salicylate, peony alcohol, and trans anethole.

4 . The method of claim 2 , wherein the first solvent component is 2-phenoxy ethanol and the second solvent component is thymol; or the first solvent component is n-butyl salicylate and the second solvent component is ethylene glycol.

5 . The method of claim 2 , wherein the first solvent component is benzyl alcohol and the second solvent component is one of 1-butanol, iso-butanol, and ethylene glycol.

6 . The method of claim 2 , wherein the first solvent component is thymol and the second solvent component is one of 2,3-butanediol, 2-hydroxy-2-methylpropanoic acid, and 2-methyl-1,3-butanediol.

7 . The method of claim 2 , wherein the first solvent component is cinnamyl alcohol and the second solvent component is one of 2-methyl-1,3-butanediol, 1-butanol, 2-propanol, or 3-methyl allyl alcohol.

8 . The method of claim 1 , wherein at least one of the first solvent component and the second solvent component has a Hansen polar solubility parameter of at least about 5.6 MPa 0.5 , and a Hansen hydrogen bonding parameter of at least about 4.6 MPa 0.5 .

9 . The method of claim 1 , wherein the solubility of the poly(ethylene terephthalate) in the solvent mixture is at least about 10 wt. % at a temperature from about 20° C. to about 25° C.

10 . A method for making an implantable medical device including a poly(ethylene terephthalate) layer, the method comprising:
formulating a poly(ethylene terephthalate) solution by dissolving poly(ethylene terephthalate) in a solvent mixture to form a solution, the solvent mixture including at least two solvent components, wherein a solubility of the poly(ethylene terephthalate) in the solvent mixture is at least about 2 wt. % at a temperature from about 20° C. to about 25° C., wherein a Hansen Solubility Parameter Distance between the solvent mixture and HSP coordinates having a dispersion HSP of 18.02 MPa 0.5 , a polar HSP of 5.56 MPa 0.5 , and a hydrogen bonding HSP of 14.27 MPa 0.5 is less than about 2 MPa 0.5 ; depositing the poly(ethylene terephthalate) solution onto the implantable medical device; and drying the implantable medical device and evaporating the solvent mixture to leave behind the poly(ethylene terephthalate) layer.

11 . The method of claim 10 , wherein the solvent mixture consists of two solvent components, a first solvent component and a second solvent component, wherein the first solvent component is present in the solvent mixture in concentrations of greater than or equal to about 50 vol. % of the solvent mixture, with the balance being the second solvent component.

12 . The method of claim 11 , wherein the first solvent component of the composition is (E)-cinnamyl alcohol and the second solvent component is dl-lactic acid; the first solvent component is 2-phenoxy ethanol and the second solvent component is thymol; the first solvent component is 2-allylphenol and the second solvent component is dl-lactic acid; the first solvent component cis 4-propylphenol and the second is dl-lactic acid; the first solvent component is trans anethole and the second solvent component is dl-lactic acid; the first solvent component is benzyl alcohol and the second solvent component is ethylene glycol, iso-butanol, or 1-butanol; the first solvent component is chavicol and the second solvent component is dl-lactic acid; the first solvent component is cinnamyl alcohol and the second solvent component is 2-methyl-1,3-butanediol, 1-butanol, 2-propanol, or 3-methyl allyl alcohol; the first solvent component is dihydroeugenol and the second solvent component is dl-lactic acid; the first solvent component is hawthorn carbinol, and the second solvent component is dl-lactic acid; the first solvent component is hawthorn ethanol and the second solvent component is dl-lactic acid; the first solvent component is isopropenylphenol and the second solvent component is dl-lactic acid; the first solvent component is n-butyl salicylate and the second solvent component is dl-lactic acid or ethylene glycol; the first solvent component is peony alcohol and the second solvent component is dl-lactic acid; or the first solvent component is thymol and the second solvent component is 2,3-butanediol, 2-methyl-1,3-butanediol, or 2-hydroxy-2-methylpropanoic acid.

13 . The method of claim 11 , wherein at least one of the first solvent component and the second solvent component has a Hansen polar solubility parameter of at least about 5.6 MPa 0.5 , and a Hansen hydrogen bonding parameter of at least about 4.6 MPa 0.5 .

14 . The method of claim 10 , wherein the solubility of the poly(ethylene terephthalate) in the solvent mixture is at least about 10 wt. % at a temperature from about 20° C. to about 25° C.

15 . The method of claim 10 , wherein depositing includes at least one of electrospinning and electrospraying the poly(ethylene terephthalate) solution onto the implantable medical device.

16 . A composition comprising:
a first solvent; a second solvent; and poly(ethylene terephthalate) in solution with the first solvent and the second solvent in an amount no less than about 2 wt. %, wherein a Hansen Solubility Parameter Distance between the solvent mixture and HSP coordinates having a dispersion HSP of 18.02 MPa 0.5 , a polar HSP of 5.56 MPa 0.5 , and a hydrogen bonding HSP of 14.27 MPa 0.5 is less than about 2 MPa 0.5 .

17 . The composition of claim 16 , wherein the first solvent of the composition is (E)-cinnamyl alcohol and the second solvent is dl-lactic acid; the first solvent is 2-phenoxy ethanol and the second solvent is thymol; the first solvent is 2-allylphenol and the second solvent is dl-lactic acid; the first solvent cis 4-propylphenol and the second is dl-lactic acid; the first solvent is trans anethole and the second solvent is dl-lactic acid; the first solvent is benzyl alcohol and the second solvent is ethylene glycol, iso-butanol, or 1-butanol; the first solvent is chavicol and the second solvent is dl-lactic acid; the first solvent is cinnamyl alcohol and the second solvent is 2-methyl-1,3-butanediol, 1-butanol, 2-propanol, or 3-methyl allyl alcohol; the first solvent is dihydroeugenol and the second solvent is dl-lactic acid; the first solvent is hawthorn carbinol, and the second solvent is dl-lactic acid; the first solvent is hawthorn

Assignees

• Cardiac Pacemakers Inc

Inventors

• Delaney Jr Joseph T
• Wulfman David R
• Aremu Adeniyi O
• Adenusi Adegbola O

Classifications

• A61L27/34 Primary

  Macromolecular materials · CPC title

• D01F6/62

  from polyesters · CPC title

• D01D5/003

  the material being a polymer solution or dispersion (D01D5/0053 takes precedence) · CPC title

• D01D1/02

  Preparation of spinning solutions · CPC title

• C08G63/183

  Terephthalic acids · CPC title