Fiber reinforcement with 1-silacyclobutane crosslink units

Patent metadata

Field	Value
Publication number	US-9816225-B2
Application number	US-201514923504-A
Country	US
Kind code	B2
Filing date	Oct 27, 2015
Priority date	Jul 8, 2008
Publication date	Nov 14, 2017
Grant date	Nov 14, 2017

Abstract

Disclosed herein is a composition having a plurality of particles of a filler material and crosslinking units having the formula —(SiR—CH 2 —CH 2 —CH 2 )—. The silicon atom in the crosslinking unit is directly or indirectly bound to the filler material. Each R is alkyl, alkenyl, phenyl, methyl, ethyl, allyl, halogen, chloro, or bromo. Also disclosed herein is a filler material having the silicon atom of a silacyclobutane group is directly or indirectly bound thereto. Also disclosed herein is a method of crosslinking silacyclobutane groups bound to a plurality of particles of a filler material. The silicon atom of the silacyclobutane group is directly or indirectly bound to the filler material. Also disclosed herein is a composition including a plurality of fibers of a polymer having reactive oxygen atoms and siloxane groups. Coordination bonds are formed between the oxygen atoms and the silicon atoms of the siloxane groups of separate fibers.

First claim

What is claimed is:

1. A filler material having at least one silacyclobutane group bound thereto, wherein the silicon atom of the silacyclobutane group is directly or indirectly bound to the filler material;
wherein the filler material is a fiber material, carbon nanotubes, carbon nanofibers, inorganic nanoparticles, graphene particles, graphene oxide particles, or a combination thereof.

2. The filler material of claim 1 , wherein the silicon atom is bound to an oxygen atom, which is bound to the filler material.

3. The filler material of claim 1 , wherein the filler material is a fiber material.

4. The filler material of claim 1 , wherein the filler material is polyvinylalcohol fiber, polyaramid fiber, poly(pyridobisimidazole-2,6-diyl-(2,5-dihydroxy-p-phenylene)) fiber, poly(p-phenylene-2,6-benzobisoxazole) fiber, poly(p-phenylene terephthalamide) fiber, poly(2,5-dihydroxy-p-phenylene terephthalamide) fiber, poly(m-phenylene terephthalamide) fiber, oxidized polyethylene fiber, oxidized polystyrene fiber, or a combination thereof.

5. A method comprising:
providing the filler material of claim 1 ; and
crosslinking the silacyclobutane groups.

6. The method of claim 5 , wherein the silicon atom is bound to an oxygen atom, which is bound to the filler material.

7. The method of claim 5 , wherein the filler material is a fiber material.

8. The method of claim 5 , wherein the filler material is polyvinylalcohol fiber, polyaramid fiber, poly(pyridobisimidazole-2,6-diyl-(2,5-dihydroxy-p-phenylene)) fiber, poly(p-phenylene-2,6-benzobisoxazole) fiber, poly(p-phenylene terephthalamide) fiber, poly(2,5-dihydroxy-p-phenylene terephthalamide) fiber, poly(m-phenylene terephthalamide) fiber, oxidized polyethylene fiber, oxidized polystyrene fiber, or a combination thereof.

9. The method of claim 5 , further comprising:
reacting the filler material with a silacyclobutane compound.

10. The method of claim 9 , further comprising:
treating the filler material to form silacyclobutane-reactive groups on the filler material.

11. A composition comprising:
a plurality of the filler material of claim 3 ;
wherein the fibers comprise a polymer having reactive oxygen atoms; and
wherein coordination bonds are formed between the oxygen atoms and the silicon atoms of the siloxane groups of separate fibers.

12. The composition of claim 11 ;
wherein the polymer is polyvinyl alcohol; and
wherein the siloxane groups are trimethylsiloxane.

13. The composition of claim 11 , wherein the polymer is polyaramid fiber, poly(pyridobisimidazole-2,6-diyl-(2,5-dihydroxy-p-phenylene)) fiber, poly(p-phenylene-2,6-benzobisoxazole) fiber, poly(p-phenylene terephthalamide) fiber, poly(2,5-dihydroxy-p-phenylene terephthalamide) fiber, poly(m-phenylene terephthalamide) fiber, oxidized polyethylene fiber, or oxidized polystyrene fiber.

14. The composition of claim 11 , wherein the siloxane groups comprise one or more alkyl, alkenyl, phenyl, methyl, ethyl, allyl, fluoro, chloro, or bromo groups.

15. The filler material of claim 1 , wherein the filler material is carbon nanotubes, carbon nanofibers, graphene particles, graphene oxide particles, or a combination thereof.

16. The filler material of claim 1 , wherein the filler material is inorganic nanoparticles.

17. The method of claim 5 , wherein the filler material is carbon nanotubes, carbon nanofibers, graphene particles, graphene oxide particles, or a combination thereof.

18. The method of claim 5 , wherein the filler material is inorganic nanoparticles.

Assignees

• Us Navy

Inventors

• Simonson Duane L
• Mcgill R Andrew
• Higgins Bernadette A
• Papantonakis Michael

Classifications

• D06M2200/50

  Modified hand or grip properties; Softening compositions · CPC title

• D01F9/12

  Carbon filaments; Apparatus specially adapted for the manufacture thereof · CPC title

• B82Y40/00

  Manufacture or treatment of nanostructures · CPC title

• C08J2329/04

  Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids · CPC title

• C08J3/242

  Applying crosslinking or accelerating agent onto compounding ingredients such as fillers, reinforcements · CPC title