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Rubber peptizer intermediate 2,2'-dinitro-diphenyl disulfide and preparation method thereof

A technology of dinitrodiphenyl disulfide and rubber peptizer, applied in the field of chemical additives

Inactive Publication Date: 2012-07-11
LIAOCHENG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, there are few reports on the synthesis of 2,2'-dinitrodiphenyl disulfide at home and abroad. We deduce the appropriate starting point by retrosynthesis analysis based on the structure of 2,2'-dinitrodiphenyl disulfide. 2,2'-Dinitrodiphenyldisulfide compound was synthesized

Method used

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  • Rubber peptizer intermediate 2,2'-dinitro-diphenyl disulfide and preparation method thereof
  • Rubber peptizer intermediate 2,2'-dinitro-diphenyl disulfide and preparation method thereof
  • Rubber peptizer intermediate 2,2'-dinitro-diphenyl disulfide and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0017] Example 1: Add 1.6g of industrial odorous alkali, 0.4g of sulfur powder, and 5g of ethanol into the reaction flask, and stir on a magnetic stirrer. After the temperature rises to 53°C, add 4g of o-nitrochlorobenzene, a black solution is formed, and heat Reflux, react for 4.5h, a yellow solid is formed, cool, filter with suction, dry, and the yield is 95%. The obtained rubber peptizer intermediate compound 2,2'-dinitrodiphenyl disulfide has a yellow solid appearance and a melting point of 298-300°C. The structural formula is as follows:

[0018] .

[0019] The nuclear magnetic data of gained product is as follows:

[0020] 1 H NMR (400MHz, CDCl 3， ppm), δ=8.35-8.32 (m, 2H), 7.86-7.84 (m, 2H), 7.60-7.56 (m, 2H), 7.42-7.38 (m, 2H). 13 C NMR (CDCl 3 , 100M, ppm,): δ=146.06, 134.84, 134.45, 127.17, 126.95, 126.31.;

[0021] Infrared analysis is as follows: IR(KBr, cm -1 ):3413, 1588, 1513, 1338, 1104, 734, 710, 677;

[0022] It can be seen from the nuclear magn...

Embodiment 2

[0026] Example 2: Add 1.8g of industrial odorous alkali, 0.4g of sulfur powder, and 5g of ethanol into the reaction flask, and stir on a magnetic stirrer. After the temperature rises to 50°C, add 4g of o-nitrochlorobenzene, a black solution is formed, and heat Reflux, react for 4h, a yellow solid is formed, cool, filter with suction, dry, and the yield is 87%.

Embodiment 3

[0027] Example 3: Add 1.5g of industrial odorous alkali, 0.4g of sulfur powder, and 5g of ethanol into the reaction flask, and stir on a magnetic stirrer. After the temperature rises to 53°C, add 4g of o-nitrochlorobenzene, a black solution is formed, and heat Reflux, react for 4h, a yellow solid is formed, cool, filter with suction, dry, and the yield is 76%.

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Abstract

The invention provides diphenyl disulfide type vulcanized peptizer intermediate, namely 2,2'-dinitro-diphenyl disulfide and a preparation method thereof. The preparation method is characterized in that ortho-nitrochlorobenzene, industrial sodium sulfide and sulfur powder are adopted as raw materials, and the 2,2'-dinitro-diphenyl disulfide is synthesized in ethanol. The preparation method has the advantages of simple reaction process and high purity of obtained products.

Description

technical field [0001] The invention relates to a rubber peptizer intermediate compound and a preparation method thereof, belonging to the technical field of chemical additives. Background technique [0002] Mastication is the first step in rubber processing. It depends on the strong mechanical shear force of the open mill or internal mixer to break the rubber molecular chain, thereby improving the plasticity of raw rubber. It is the basis of other processing steps. Plasticizing consumes a lot of energy, labor and time. Therefore, shortening the plasticizing time is an important link to improve production efficiency, and adding peptizers is an effective and simple way to save energy and time. Using peptizers can improve The plasticity and efficiency of rubber mastication can shorten the time of mastication by about one-third, save energy and improve labor production efficiency. [0003] 2,2'-Dinitrodiphenyl disulfide is an important intermediate of diphenyl disulfide vulcan...

Claims

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Application Information

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IPC IPC(8): C07C323/09C07C319/24
Inventor 黄现强李永新杜孟成郑崇纳柳仁民张建霞
Owner LIAOCHENG UNIV