Long-chain alkyl-etherified fullerene derivative, production method for the same, and resin composition using the same

• US 9,334,214 B2
• Filed: 06/30/2015
• Issued: 05/10/2016
• Est. Priority Date: 07/10/2014
• Status: Active Grant

• Current Assignee: Totai Co., Ltd.
• Original Assignee: Totai Co., Ltd.
• Inventors: Harada, Akio, Noguchi, Takeshi, Kokubo, Ken
• Primary Examiner(s): PAK, HANNAH J
• Application Number:
  US14/755,218
• Publication Number:
  US 20160009620A1
• Time in Patent Office: 315 Days
• US Class Current: 1/1
• CPC Class Codes: C07C 2604/00 Fullerenes, e.g. C60 buckminsterfullerene or C70
• CPC Class Codes: C07C 41/01 Preparation of ethers
• CPC Class Codes: C07C 41/16 by reaction of esters of mineral or organic acids with hydroxy or O-metal groups
• CPC Class Codes: C07C 43/188 Unsaturated ethers
• CPC Class Codes: C07C 43/20 having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
• CPC Class Codes: C08K 5/06 Ethers; Acetals; Ketals; Ortho-esters
• CPC Class Codes: C08K 9/04 Ingredients treated with organic substances treated with macromolecular compounds C08K9/08

Abstract

Provided is a resin composition having excellent heat resistance by virtue of improved compatibility of a fullerene with a resin. Specifically, provided is a long-chain alkyl-etherified fullerene derivative, including: a fullerene skeleton formed of a spherical shell-shaped carbon molecule; and a long-chain alkyl group having 4 or more carbon atoms, which is bonded to the fullerene skeleton through an ether bond.

Claims

1. A long-chain alkyl-etherified fullerene derivative, comprising:

a fullerene skeleton formed of a spherical shell-shaped carbon molecule; and

a long-chain alkyl group having 4 or more carbon atoms which is bonded to the fullerene skeleton through an ether bond.

2. The long-chain alkyl-etherified fullerene derivative according to claim 1, further comprising a hydroxy group which is bonded to the fullerene skeleton.

3. The long-chain alkyl-etherified fullerene derivative according to claim 2, wherein a ratio (y/z) of a number y of the long-chain alkyl groups to a number z of the hydroxy groups is from 1/1 to 9/1.

4. A production method for the long-chain alkyl-etherified fullerene derivative of claim 1, comprising:

synthesizing a polycyclosulfated fullerene from a fullerene and fuming sulfuric acid; and

synthesizing the long-chain alkyl-etherified fullerene derivative by introducing the long-chain alkyl group to the fullerene skeleton through the ether bond generated by reacting the polycyclosulfated fullerene with a long-chain alcohol.

5. A resin composition, comprising:

a resin; and

the long-chain alkyl-etherified fullerene derivative of claim 1.

6. The resin composition according to claim 5, wherein a content of the long-chain alkyl-etherified fullerene derivative is from 0.01 part by weight to 10 parts by weight with respect to 100 parts by weight of the resin.

7. The resin composition according to claim 5, wherein the resin comprises at least one resin selected from the group consisting of a crystalline thermoplastic resin, a non-crystalline thermoplastic resin, and a curable resin.