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Modified alkylresorcinol resins and applications thereof

A technology of alkyl resorcinol resin, alkyl resorcinol, applied in the application field of rubber composition formulation, can solve problems such as health and environmental problems

Inactive Publication Date: 2009-09-02
INDSPEC CHEM CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, unreacted free resorcinol in resorcinol resins may cause health and environmental problems because resorcinol may produce smoke under rubber processing conditions.

Method used

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  • Modified alkylresorcinol resins and applications thereof
  • Modified alkylresorcinol resins and applications thereof
  • Modified alkylresorcinol resins and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0102] Synthesis of Alkyl Resorcinol-Formaldehyde and Alkyl Resorcinol-Resorcinol-Formaldehyde Resins

[0103] Table 2. Synthesis of Alkyl Resorcinol-Formaldehyde Resins

[0104]

Resin number

1 2 3 4 5 6 7 8 Raw material (mole)

Resorcinol

Resorcinol homopolymer

HONEYOL

formaldehyde

Resin properties

Softening point (℃)

Free resorcinol (% by weight)

Free 2-methylresorcinol

(%weight)

Free 5-methylresorcinol

(%weight)

Free 2,5-dimethylm-benzene

Diphenol (% by weight)

0 0 0 0.18 0.36 0.54 1.20 0

0 0 0 0 0 0 0 0.75

1.67 1.67 1.67 1.50 1.30 1.17 0.67 0.88

0.88 0.79 0.84 0.84 0.85 0.86 0.83 1.01

112.9 96.3 103.3 103.1 100.7 98.7 83.6 115.5

0.6　　1.1　　0.5　　2.7　　5.0　　7.5　　17.0　 5.6

<0.1　<0.1 0.51　 0.38 　0.53　 0.49　 <0.05　<0.05

5.6　　7.6　　7.2　　6.9　　6.6　　5.7　　3.9　　1.9

1.6 1.7　　1.9　　1.6　　1.5　　1.2　...

Embodiment 2

[0111] Synthesis of Alkyl Resorcinol-Styrene-Formaldehyde Resin

[0112] Table 3. Synthesis of Alkyl Resorcinol-Styrene-Formaldehyde Resins

[0113]

Resin number

9 10 11 12 13 14 Raw material (mole)

HONEYOL

Styrene

formaldehyde

Resin properties

Softening point (℃)

Free resorcinol (% by weight)

Free 2-methylresorcinol

(%weight)

Free 5-methylresorcinol

(%weight)

Free 2,5-dimethylisophthalic di

Phenol (% by weight)

1.49 1.49 1.49 1.49 1.49 1.49

0.80 0.64 0.64 0.38 0.25 0.50

0.73 0.73 0.73 0.73 0.73 0.73

95.4 100.7 98.0 97.8 99.1 98.7

0.04 0.14 0.05 0.17 0.14 0.03

<0.05 <0.05 <0.01 <0.01 <0.01 <0.01

0.6 ...

Embodiment 3

[0122] Testing of Alkyl Resorcinol-Formaldehyde Resins

[0123] Rubber compounds B and C were prepared using alkylresorcinol-formaldehyde resins 1 and 2, respectively, according to the procedure described above, and the acceptor / donor ratios were as shown in Table 4 below. Use separately Resin B-19-S, VKG SF-281 and VKG AFES were used as methylene acceptors, and rubber compounds A, D and E were similarly prepared as controls. The physical properties of the rubber compounds were evaluated accordingly and the test results are listed in Table 4 below. The data in Table 4 show that Compounds A-E are similar in Mooney viscosity, rheological cure, wire adhesion, dynamic mechanical properties, Shore A hardness values, tensile properties, and Type C die tear properties.

[0124] Table 4.

[0125]

[0126]

[0127] Note: Resin B-19-S was obtained from INDSPEC Chemical Corporation, Pittsburgh, PA. VKG SF-281 and VKG AFES were obtained from VKG Oil AS, Kohtla-Jarve, Estonia....

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Abstract

A modified alkylresorcinol resin is prepared by reacting one or more alkylresorcinols with one or more aldehydes and optionally an olefinically unsaturated compound, The reaction may be carried out in the presence of a catalyst. The resulted modified alkylresorcinol resin can be used as a methylene acceptor that reacts with methylene donors in vulcanizable rubber compositions.

Description

[0001] related earlier application [0002] This application claims priority under 35 U.S.C. §119(e) to U.S. Provisional Patent Application Serial No. 60 / 829,394, filed October 13, 2006, which is hereby incorporated by reference in its entirety. [0003] Federally Sponsored Research Statement [0004] Not applicable. [0005] References to Microform Appendices [0006] Not applicable. field of invention [0007] The present invention relates to resorcinol-type phenolic resins obtained by reacting one or more alkylresorcinols with one or more aldehydes and optionally ethylenically unsaturated compounds, their synthesis methods, and applications, Especially in the application of rubber composition formulation. Background of the invention [0008] In the manufacture of reinforced rubber products such as automobile tires it is important to have a good bond between the rubber and the reinforcing material. Initially, the reinforcement is pretreated with certain adhesives to i...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G8/22C08G8/30C08L21/00
CPCC08L61/04C08L21/00C08G8/22C08L59/00C08G8/24C08G8/30C08L2666/16C08L2666/04
Inventor 小西奥多·哈维·德利
Owner INDSPEC CHEM CORP
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