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Tanning agent for leather production comprising a condensation poly mer of sulfonated phenol, urea, and formaldehyde

A condensation polymer and phenol technology, applied in the field of condensation polymers of phenol, urea and formaldehyde, can solve the problems of lack of light fastness and achieve good fullness, high light fastness and heat resistance, and high softness

Active Publication Date: 2020-02-11
STAKHL INT BV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

They exhibit additional softness if applied to leather and have the ability to replace vegetable tannins in leather manufacture, but unlike primary condensates of p-phenolsulfonic acid, urea and formaldehyde, lack lightfastness

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0065] Example 1: Preparation of sulfonated phenol

[0066] 148.5g phenol (1.58mol) was mixed with 198.7g H at 25°C 2 SO 4 (96%, 1.95 mol) was treated with stirring within 45 minutes. The temperature was maintained at 50°C by cooling. After the 40% addition, most of the phenol had melted and formed a suspension which turned into a solution when the 80% addition was complete. The temperature was maintained at 50°C for 120 minutes. To complete the reaction, add another 11 g H 2 SO 4 (96%, 0.11 mol).

[0067] A 1 g sample was extracted, quenched with water and neutralized with 50% concentrated sodium hydroxide solution. Water was evaporated from the samples and the remaining solid was analyzed via proton NMR. Analysis results of sulfonation: 1H-NMR (400MHz, D2O): 6.96 (d, J=9Hz, 2H, 2-H para, 6-H para), 7.02–7.06 (m, 2H, 4-H o position, 6-H ortho), 7.48 (t, J=9Hz, 1H, 5-H ortho), 7.70 (d, J=9Hz, 2H, 3-H para, 5-H para). 7.75 (d, J = 8 Hz, 1H, 3-H ortho).

[0068] Com...

Embodiment 2

[0069] Example 2: Condensation of sulfonated phenol, urea and formaldehyde

[0070] 102 g of urea (1.69 mol) and 102 g of water were added to the product of Example 1 at 75°C.

[0071] 300.5 g of formaldehyde (3.00 mol) were added dropwise as a 30% concentrated solution in water at 75°C during 60 min. After the addition was complete, 211 g of NaOH (2.64 mol) as a 50% concentrated solution in water were added within 30 min, followed by 315 mL of water. The pH reaches 7.

[0072] The molecular weight of the reaction product was determined by gel permeation chromatography relative to an internal standard. Calibration is achieved using polyacrylates of defined molecular size. m w is about 89% of the size of the internal standard of 3000 Da, which means about 2670 Daltons of M w .

Embodiment 3

[0073] Example 3: Preparation of sulfonated phenol (comparison)

[0074] 148.5g phenol (1.58mol) was mixed with 198.7g H at 40°C 2 SO 4 (96%, 1.95 mol) was treated with stirring within 45 minutes. The temperature reached 105 °C and was held there for 1 h. To complete the reaction, add another 10 g portion of H 2 SO 4 (96%, 0.10 mol).

[0075] A 1 g sample was extracted, quenched with water and neutralized with 50% concentrated sodium hydroxide solution. Water was evaporated from the samples and the remaining solid was analyzed via proton NMR. Analysis results of sulfonation: 1H-NMR (400MHz, D2O): 6.96 (d, J=9Hz, 2H, 2-H para, 6-H para), 7.02–7.06 (m, 2H, 4-H o position, 6-H ortho), 7.48 (t, J=9Hz, 1H, 5-H ortho), 7.70 (d, J=9Hz, 2H, 3-H para, 5-H para). 7.75 (d, J = 8 Hz, 1H, 3-H ortho).

[0076] Compare the ratio between the integrals of o-phenolsulfonic acid and p-phenolsulfonic acid. The signal at 6.96 (doublet, p-phenolsulfonic acid) and the multiplet at 7.02-7...

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Abstract

The present invention relates to a condensation polymer of sulfonated phenol, urea, and formaldehyde, wherein sulfonated phenol contains ortho phenol sulfonic acid and para phenol sulfonic acid in a molar ratio of 2: 1 to 1:5. The present invention also relates to a process for manufacturing the condensation polymer comprising the steps of a) providing a sulfonated phenol by contacting phenol andsulfuric acid at a temperature below 75 deg c, b) contacting the sulfonated phenol with urea, and c) contacting the reaction product of step b) with formaldehyde. The present invention also relates toa tanning agent for self-tanning, pre-tanning and co-tanning of unhaired hides and unhaired skins and for post-tanning of leather and pelts comprising water and the condensation polymer; and to a useof the condensation polymer for making leather.

Description

technical field [0001] The invention relates to polycondensates of sulfonated phenol, urea and formaldehyde, wherein the sulfonated phenol contains ortho-phenolsulfonic acid and p-phenolsulfonic acid in a molar ratio of 2:1 to 1:5. The invention also relates to a process for the manufacture of the polycondensate comprising the steps of: a) providing sulfonated phenol by contacting phenol and sulfuric acid at a temperature below 75°C, b) contacting sulfonated phenol with urea , and c) contacting the reaction product of step b) with formaldehyde. The invention also relates to a tanning agent for self-tanning, pre-tanning and co-tanning unhaired hides and unhaired skins and for post-tanned leather and pelts comprising water and the polycondensate; and to The polycondensate is used for the production of leather. Background technique [0002] Tanning is the process of cross-linking collagen fibers from animal hides to resist bacterial or fungal degradation. Common tanning agen...

Claims

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Application Information

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IPC IPC(8): C14C3/20C08G14/08
CPCC14C3/20C08G12/16
Inventor J·安曼F·罗伊特
Owner STAKHL INT BV
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