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Cocondensate and method for producing same, and rubber composition containing cocondensate

A manufacturing method and co-condensation technology, which are applied in the field of co-condensates and their manufacture, and rubber compositions containing co-condensates, can solve problems such as use restrictions, and achieve the effects of suppressing evaporation and firm adhesion

Active Publication Date: 2015-12-23
TAOKA CHEM COMPANY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, p-tert-octylphenol and p-nonylphenol have recently been considered as candidates for SVHC under the REACH regulation, which is a regulation in the EU region, and their use is likely to be restricted in the EU region in the future

Method used

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  • Cocondensate and method for producing same, and rubber composition containing cocondensate
  • Cocondensate and method for producing same, and rubber composition containing cocondensate
  • Cocondensate and method for producing same, and rubber composition containing cocondensate

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Embodiment

[0109] Hereinafter, the present invention will be described in more detail with examples and comparative examples, but the present invention is not limited thereto.

[0110] (1) Production example and physical property evaluation of cocondensate

[0111] The analysis and physical property evaluation of the cocondensate were performed as follows.

[0112] a) Determination of the average molecular weight of the cocondensate

[0113] The average molecular weight of the cocondensate was calculated as a polystyrene-equivalent weight average molecular weight by gel permeation chromatography (GPC) analyzed using the following apparatus and conditions.

[0114] · Equipment used: HLC-8220GPC (manufactured by Tosoh),

[0115] ・Column: TSK guard column SUPERHZ-L (manufactured by Tosoh)

[0116] +TSK-GELSUPERHZ1000

[0117] +TSK-GELSUPERHZ2500

[0118] +TSK-GELSUPERHZ4000

[0119] ·Column temperature: 40℃,

[0120] ・Injection volume: 10μL,

[0121] Carrier liquid and flow ra...

Embodiment 2

[0155] In Example 1, the addition amount of p-tert-butylphenol was changed to 15.0 g (0.10 mol), and the addition amount of o-phenylphenol was changed to 85.0 g (0.50 mol). By operation, 177 g of an orange cocondensate was obtained.

[0156] Average molecular weight of the cocondensate: 2160; softening point of the cocondensate: 123°C; residual toluene percentage in the cocondensate: 1.1%; residual p-tert-butylphenol percentage: 0.0%; residual o-phenylphenol percentage: 0.4 %; residual resorcinol percentage: 9.5%. The ratio of each structural unit of the cocondensate: o-phenylphenol: 5.40; methylene: 1.33.

[0157]

[0158] 43.5g (1.33mol) of paraformaldehyde with a purity of 92%, 150g (1.00mol) of p-tert-butylphenol, and 75.0g of toluene were successively added to a four-neck detachable flask with a reflux condenser and a thermometer. Then, it heated up to internal temperature 45 degreeC, 4.16g (0.05mol) of 48% sodium hydroxide aqueous solution was added, and it stirred u...

Embodiment 3

[0162]Add 90.0g (1.11mol) formalin with a purity of 37%, 15.0g (0.10mol) p-tert-butylphenol, 85.0g (0.50mol) o-Phenylphenol. Then, it heated up to internal temperature 45 degreeC, 20.0g (0.12mol) of 24% sodium hydroxide aqueous solution was added, and it stirred until heat generation ceased. After confirming that the heat generation had ceased, the temperature was raised to 65° C. at the inner temperature, and the temperature was kept at the same temperature for 1.5 hours. Then, the temperature was raised again to an internal temperature of 75° C., and the temperature was further maintained for 3 hours.

[0163] After the reaction was terminated, it was cooled to an internal temperature below 65° C., and 77.0 g of methyl isobutyl ketone was added for dilution. Then, the reaction solution was neutralized, stirred for 10 minutes, and left to stand to remove the water layer.

[0164] 69.3 g (0.63 mol) of resorcinol was added, the temperature was raised to 100° C., and the mixt...

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Abstract

Provided are: a cocondensate having a softening point of 150 DEG C or lower and containing a structural unit derived from p-tert-butylphenol, a structural unit derived from o-phenylphenol, and a structural unit derived from resorcin; a method for producing the cocondensate by reacting a mixture of p-tert-butylphenol and o-phenylphenol with formaldehyde in the presence of an alkali, and then performing reaction with a 0.8-fold molar quantity or more of resorcin with respect to the total amount of p-tert-butylphenol and o-phenylphenol; and a rubber composition containing the cocondensate.

Description

technical field [0001] The present invention relates to a cocondensate (phenol resin) obtained from an alkylphenol or the like, a method for producing the cocondensate, and a rubber composition using the cocondensate. Background technique [0002] In rubber products such as tires, belts, and hoses, which must be reinforced with reinforcing materials such as steel cords and organic fibers, firm bonding between rubber and reinforcing materials is required. In order to adhere to rubber, there are known methods of treating reinforcing materials with various adhesives, and methods of compounding adhesives together with other various compounding agents in a rubber processing step (kneading step). Among them, the method of compounding an adhesive in the rubber processing step is widely used because it enables firm vulcanization and bonding regardless of whether the reinforcing material is treated with an adhesive. As an adhesive used in such a rubber processing step, it is known t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G8/24C08L21/00C08L61/06
CPCC08G8/24C08G8/12C08G8/22C08L7/00C08L61/12C08L2205/06C08L21/00C08L61/06C08L81/06
Inventor 松井一祐佐藤伸行太田义辉
Owner TAOKA CHEM COMPANY
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