FIBER REINFORCEMENT WITH 1-SILACYCLOBUTANE CROSSLINK UNITS

• US 20100029884A1
• Filed: 07/08/2009
• Published: 02/04/2010
• Est. Priority Date: 07/08/2008
• Status: Active Grant

• Current Assignee: The Government Of The United States As Represented By The Secretary Of The Navy
• Original Assignee: The Government Of The United States Of America, As Represented By The Secretary Of The Navy
• Inventors: Higgins, Bernadette A., Simonson, Duane L., McGill, R. Andrew, Papantonakis, Michael
• Granted Patent: US 9,169,400 B2
• Time in Patent Office: Days
• US Class Current: 526/352
• CPC Class Codes: B82Y 30/00 Nanotechnology for materials or surface science, e.g. nanocomposites
• CPC Class Codes: B82Y 40/00 Manufacture or treatment of nanostructures
• CPC Class Codes: C01B 32/174 Derivatisation; Solubilisation; Dispersion in solvents
• CPC Class Codes: C01B 32/194 After-treatment
• CPC Class Codes: C01P 2004/13 Nanotubes
• CPC Class Codes: C01P 2004/16 Nanowires or nanorods, i.e. solid nanofibres with two nearly equal dimensions between 1-100 nanometer
• CPC Class Codes: C08J 2323/06 Polyethene
• CPC Class Codes: C08J 2329/04 Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
• CPC Class Codes: C08J 3/242 Applying crosslinking or accelerating agent onto compounding ingredients such as fillers, reinforcements
• CPC Class Codes: C09C 1/44 Carbon
• CPC Class Codes: D01F 6/04 from polyolefins
• CPC Class Codes: D01F 6/34 comprising unsaturated alcohols, acetals or ketals as the major constituent
• CPC Class Codes: D01F 9/12 Carbon filaments; Apparatus specially adapted for the manufacture thereof
• CPC Class Codes: D06M 13/51 Compounds with at least one carbon-metal or carbon-boron, carbon-silicon, carbon-selenium, or carbon-tellurium bond
• CPC Class Codes: D06M 13/513 with at least one carbon-silicon bond
• CPC Class Codes: D06M 13/517 containing silicon-halogen bonds
• CPC Class Codes: D06M 2200/50 Modified hand or grip properties; Softening compositions

Abstract

Disclosed herein is a composition having a plurality of particles of a filler material and crosslinking units having the formula —(SiR—CH₂—CH₂—CH₂)—. 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.

Claims

1. A composition comprising:

a plurality of particles of a filler material; and

crosslinking units having the formula —

(SiR—

CH₂—

CH₂—

(CH₂)—

;

wherein the silicon atom in the crosslinking unit is directly or indirectly bound to the filler material; and

wherein each R is alkyl, alkenyl, phenyl, methyl, ethyl, allyl, halogen, chloro, or bromo.

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

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

4. The composition 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, carbon nanotubes, carbon nanofibers, nanotubes, nanoparticles, graphene particles, graphene oxide particles, or a combination thereof.

5. The composition of claim 1, wherein R is methyl.

6. The composition of claim 1, wherein R is alkyl, alkenyl, or halogen.

7. 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.

8. The filler material of claim 7, wherein silicon atom is bound to an oxygen atom, which is bound to the filler material.

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

10. The filler material of claim 7, 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-phenylene terephthalamide) fiber, poly(2,5-dihydroxy-p-phenylene terephthalamide) fiber, poly(m-phenylene terephthalamide) fiber, oxidized polyethylene fiber, oxidized polystyrene fiber, carbon nanotubes, carbon nanofibers, nanoparticles, graphene particles, graphene oxide particles, or a combination thereof.

11. A method comprising:

providing a plurality of particles of a filler material having silacyclobutane groups bound thereto, wherein the silicon atom of the silacyclobutane group is directly or indirectly bound to the filler material; and

crosslinking the silacyclobutane groups.

12. The method of claim 11, wherein silicon atom is bound to an oxygen atom, which is bound to the filler material.

13. The method of claim 11, wherein the filler material is a fiber material.

14. The method of claim 11, 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-phenylene terephthalamide) fiber, poly(2,5-dihydroxy-p-phenylene terephthalamide) fiber, poly(m-phenylene terephthalamide) fiber, oxidized polyethylene fiber, oxidized polystyrene fiber, carbon nanotubes, carbon nanofibers, nanoparticles, graphene particles, graphene oxide particles, or a combination thereof, or a combination thereof.

15. The method of claim 11, further comprising:

reacting the filler material with a silacyclobutane compound.

16. The method of claim 15, further comprising:

treating the filler material to form silacyclobutane-reactive groups on the filler material.

17. A composition comprising:

a plurality of fibers comprising a polymer having reactive oxygen atoms and siloxane groups;

wherein coordination bonds are formed between the oxygen atoms and the silicon atoms of the siloxane groups of separate fibers.

18. The fiber of claim 17;

wherein the polymer is polyvinyl alcohol; and

wherein the siloxane groups are trimethylsiloxane.

19. The fiber of claim 17, 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-phenylene terephthalamide) fiber, poly(2,5-dihydroxy-p-phenylene terephthalamide) fiber, poly(m-phenylene terephthalamide) fiber, oxidized polyethylene fiber, or oxidized polystyrene fiber.

20. The fiber of claim 17, wherein the siloxane groups comprise one or more alkyl, alkenyl, phenyl, methyl, ethyl, allyl, fluoro, chloro, or bromo groups.