Granted Patent B2

US 10,072,359 · App. 14/123,915 · Granted Sep 11, 2018

Inventors: Hiromi Aso (Otake, JP); Masaaki Tsuchihashi (Wakayama, JP); Tetsuo Takano (Wakayama, JP)

Assignee: Mitsubishi Chemical Corporation

D01F9/21D01F9/22D06M7/00D06M13/224D06M13/425D06M15/568D06M15/6436D06M2101/28

Abstract

Claims (41)

1. A method for manufacturing a carbon-fiber bundle, comprising heat treating a carbon-fiber precursor acrylic fiber bundle under a 200˜400° C. oxidizing atmosphere, followed by heat treating under a 1000° C. or higher inert atmosphere, wherein

an oil agent is adhered to the carbon-fiber precursor acrylic fiber bundle, and

the oil agent comprises compound A which is represented by formula (1a):

wherein R 1a is a hydrocarbon group having 8˜20 carbon atoms.

2. The method of claim 1 , wherein the oil agent further comprises at least one type of compound selected from the group consisting of B, C, D, E and F:

B: compound B obtained through a reaction of a cyclohexanedicarboxylic acid and a monohydric aliphatic alcohol having 8˜22 carbon atoms;

C: compound C obtained through a reaction of a cyclohexanedicarboxylic acid, a monohydric aliphatic alcohol having 8˜22 carbon atoms, a polyhydric alcohol having 2˜10 carbon atoms and/or a polyoxyalkylene glycol with an oxyalkylene group having 2˜4 carbon atoms;

D: compound D obtained through a reaction of a cyclohexanedimethanol and/or cyclohexanediol, and a fatty acid having 8˜22 carbon atoms;

E: compound E obtained through a reaction of a cyclohexanedimethanol and/or cyclohexanediol, fatty acid having 8˜22 carbon atoms and a dimer acid; and

F: compound F obtained through a reaction of 3-isocyanatomethyl-3,5,5-trimethylcyclohexyl=isocyanate and at least one type of compound selected from the group consisting of monohydric aliphatic alcohol having 8˜22 carbon atoms and a polyoxyalkylene ether compound of a monohydric aliphatic alcohol having 8˜22 carbon atoms.

3. The method of claim 2 , wherein the oil agent comprises compound B, and

wherein compound B is represented by formula (1b):

wherein R 1b and R 2b each independently is a hydrocarbon group having 8˜22 carbon atoms.

4. The method of claim 2 , wherein the oil agent comprises compound C, and

wherein compound C is represented by formula (2b):

wherein R 3b and R 5b each independently is a hydrocarbon group having 8˜22 carbon atoms, and R 4b is a residue obtained by removing two hydroxyl groups from a hydrocarbon group having 2˜10 carbon atoms or from a polyoxyalkylene glycol with an oxyalkylene group having 2˜4 carbon atoms.

5. The method of claim 2 , wherein the oil agent comprises compound D, and

wherein compound D is represented by formula (1c):

wherein R 1c and R 2c each independently is a hydrocarbon group having 7˜21 carbon atoms, and nc independently represents 0 or 1.

6. The method of claim 2 , wherein the oil agent comprises compound E, and

wherein compound E is represented by formula (2c):

wherein R 3c and R 5c each independently is a hydrocarbon group having 7˜21 carbon atoms, R 4c is a hydrocarbon group having 30˜38 carbon atoms, and mc independently represents 0 or 1.

7. The method of claim 2 , wherein the oil agent comprises compound F, and

wherein compound F is represented by formula (1d):

wherein R 1d and R 4d each independently is a hydrocarbon group having 8˜22 carbon atoms, R 2d and R 3d each independently is a hydrocarbon group having 2˜4 carbon atoms, and nd and md each independently mean the average number of added moles in numerals 0˜5.

8. The method of claim 1 , wherein the oil agent further comprises an ester compound G comprising 1 or 2 aromatic rings.

9. The method of claim 1 , wherein the oil agent further comprises an amino-modified silicone H.

10. The method of claim 8 , wherein the ester compound G is ester compound G1 represented by formula (1e) and/or ester compound G2 represented by formula (2e):

wherein R 1c ˜R 3e each independently is a hydrocarbon group having 8˜16 carbon atoms, and

wherein R 4e and R 5e each independently is a hydrocarbon group having 7˜21 carbon atoms, and oe and pe each independently represent 1˜5.

11. The method of claim 9 , wherein the amino-modified silicone H is an amino-modified silicone represented by formula (3e), and whose kinetic viscosity at 25° C. is 50˜500 mm 2 /s, and whose amino equivalent is 2000˜6000 g/mol:

wherein qe and re are any numeral greater than 1, and se is a numeral from 1˜5.

12. The method of claim 1 , wherein the amount of the oil agent is 0.1˜1.5 mass % of dry fiber mass.

13. The method of claim 1 , wherein the amount of the oil agent is 0.1˜1.5 mass % of dry fiber mass, and an ester compound G having 1 or 2 aromatic rings or an amino-modified silicone H is adhered to the carbon-fiber precursor acrylic fiber bundle at 0.0˜1.2 mass % of dry fiber mass.

14. The method of claim 1 , wherein a nonionic surfactant is adhered to the carbon-fiber precursor acrylic fiber bundle at 0.05˜1.0 mass % of dry fiber mass.

15. The method of claim 1 , wherein an antioxidant is adhered to the carbon-fiber precursor acrylic fiber bundle at 0.01˜0.1 mass % of dry fiber mass.

16. The method of claim 1 , wherein

a surfactant is adhered to the carbon-fiber precursor acrylic fiber bundle at 0.05˜1.0 mass % of dry fiber mass, and

the surfactant is at least one selected from the group consisting of a polyether block copolymer represented by formula (4e) and a polyoxyethylene alkyl ether represented by formula (5e):

wherein R 6e and R 7e are each independently a hydrogen atom or a hydrocarbon group having 1˜24 carbon atoms, and xe, ye, and ze are each independently from 1˜500,

wherein R 8e is a hydrocarbon group having 10˜20 carbon atoms, and to is from 3˜20.

Assignments (2)

Priority Claims (9)

Continuity (1)

Cited By (1)

US 12,509,818