Collagen based materials

Patent metadata

Field	Value
Publication number	US-10046087-B2
Application number	US-201414778656-A
Country	US
Kind code	B2
Filing date	Mar 21, 2014
Priority date	Mar 22, 2013
Publication date	Aug 14, 2018
Grant date	Aug 14, 2018

Abstract

There are provided collagen based polymeric materials comprising collagen molecules and/or collagen derived molecules which have been functionalized by the addition of one or more ethylenically unsaturated moieties and which have been cross-linked via said moieties. Also provided are collagen based compositions and methods of producing collagen based polymeric materials.

First claim

The invention claimed is:

1. A method of producing a collagen based polymeric material wherein the method comprises cross linking functionalised collagen and/or collagen derived molecules having one or more ethylenically unsaturated moieties,
wherein the one or more ethylenically unsaturated moieties includes 4-vinylbenzyl chloride (4VBC).

2. A method according to claim 1 , wherein the method comprises the steps of:
(a) Functionalising collagen and/or collagen derived molecules by the addition of one or more moieties comprising a vinyl group; and
(b) Crosslinking of the functionalised collagen and/or collagen derived molecules of (a).

3. A collagen based composition comprising a functionalised collagen and/or collagen derived molecule, wherein the collagen and/or collagen derived molecule is functionalised by addition of one or more ethylenically unsaturated moieties wherein the one or more ethylenically unsaturated moieties includes 4-vinylbenzyl chloride (4VBC).

4. A method of producing a collagen based polymeric material according to claim 1 , wherein the material is produced in the form of one or more fibres and/or one or more filaments and/or one or more films and/or one or more gels and wherein the method comprises the steps of:
(a) Functionalising collagen and/or collagen derived molecules with the one or more ethylenically unsaturated moieties;
(b) Combining the functionalised collagen and/or collagen derived molecules with a vehicle; and
(c) Wet spinning the functionalised collagen and/or collagen derived molecules.

5. A method according to claim 1 , wherein the material is produced in the form of one or more fibres and/or one or more filaments and/or one or more films and/or one or more gels and wherein the method comprises the steps of:
(a) Functionalising collagen and/or collagen derived molecules with the one or more ethylenically unsaturated moieties;
(b) Combining the functionalised collagen and/or collagen derived molecules with a vehicle; and
(c) Wet spinning the functionalised collagen and/or collagen derived molecules; and
wherein a photoinitiator is added during or after steps (b) and/or (c).

6. A method according to claim 4 , wherein the formed collagen fibres and/or filaments have a diameter of between about 0.01 μm and 50 μm.

7. A method according to claim 1 , further comprising:
forming a web, a tow, a yarn, and/or a nonwoven of functionalised collagen fibres and/or filaments and/or films,
wherein a pore size of the web, the tow, the yarn, and/or the nonwoven of functionalised collagen fibres and/or filaments and/or films is between about 5 μm and 350 μm.

8. A method according to claim 1 , wherein the material or composition comprises functionalised collagen which has a preserved triple helical structure.

9. A method according to claim 1 , wherein [4-(2-hydroxyethoxy)phenyl-(2-hydroxy-2-propyl)ketone] (Irgacure® 2959) is used as a photoinitiator for cross-linking.

10. A method according to claim 1 , wherein a degree of functionalisation of the collagen is controllable and is variable between 5 mol % and 100 mol %.

11. A method according to claim 1 , wherein a compressive modulus (E) of the material is between 50 kPa and 300 kPa.

12. A method according to claim 1 , wherein a swelling ratio of the material is higher than at least 100 wt %.

13. A method according to claim 1 , wherein a degradation time of the material is higher than at least 3 days and wherein a denaturation temperature of the material is between about 60° C. and 90° C.

14. A method according to claim 1 , wherein the one or more ethylenically unsaturated moieties includes a combination of 4-vinylbenzyl chloride (4VBC) and glycidyl methacrylate (GMA).

15. A method according to claim 1 , wherein the one or more ethylenically unsaturated moieties includes a combination of 4-vinylbenzyl chloride (4VBC) and methacrylic anhydride (MA).

16. A method according to claim 5 , wherein the photoinitiator is [4-(2-hydroxyethoxy)phenyl-(2-hydroxy-2-propyl)ketone] (Irgacure® 2959).

Assignees

• Univ Leeds Innovations Ltd

Inventors

• Tronci Giuseppe
• Russell Stephen John
• Wood David John

Classifications

• C08J2389/00

  Characterised by the use of proteins; Derivatives thereof · CPC title

• C08L89/06

  derived from leather or skin {, e.g. gelatin} · CPC title

• A61L15/325

  Collagen · CPC title

• C08J2389/06

  derived from leather or skin · CPC title

• A61L27/24 Primary

  Collagen · CPC title