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A green preparation method of bihobs and its application in the field of anti-corrosion and fresh-keeping

A preservative and food antiseptic technology, applied in application, mercaptan preparation, sulfide preparation, etc., can solve the problems of many side reactions, undisclosed process data and reaction results, difficult source of raw materials, etc., and achieve high efficiency and good anti-corrosion The effect of browning

Active Publication Date: 2019-05-14
NINGBO BESTDRUG PHARMA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] US20080176816 reported a synthesis method of BIHOBS, but the patent did not disclose the operation details, process data and reaction results
And there are difficulties in the source of raw materials, long process routes, and many side reactions.

Method used

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  • A green preparation method of bihobs and its application in the field of anti-corrosion and fresh-keeping
  • A green preparation method of bihobs and its application in the field of anti-corrosion and fresh-keeping
  • A green preparation method of bihobs and its application in the field of anti-corrosion and fresh-keeping

Examples

Experimental program
Comparison scheme
Effect test

preparation example 1

[0057] Preparation Example 1 The preparation of p-hydroxybenzyl sodium thiosulfate

[0058] Put 2.50g (20.16mmol) of p-hydroxybenzyl alcohol, 4.00g (25.3mmol) of sodium thiosulfate, and 3.0g of acetic acid into a reaction flask, add 60ml of water and stir to dissolve. Heat to 90°C, keep at 85-95°C for 4 hours, cool to 40°C, filter, let the filtrate naturally cool to room temperature, then crystallize in the refrigerator overnight, filter with suction, filter out the crystals, dry to obtain p-hydroxybenzoic acid Sodium thiosulfate 3.62g.

[0059] 1 H-NMR (400MHz, D 2 O) δ: 4.17 (s, 2H), 6.75 (d, 2H, J = 8.6), 7.20 (d, 2H, J = 8.6).

[0060] Elemental analysis [experimental value (theoretical value)]: C: 34.74 (34.71); H: 2.86 (2.91); S: 26.43 (26.47).

preparation example 2

[0061] The preparation of preparation example 2 p-hydroxybenzyl potassium thiosulfate

[0062] Put 2.50 g (20.16 mmol) of p-hydroxybenzyl alcohol, 4.82 g (25.3 mmol) of potassium thiosulfate, and 3.0 g of acetic acid into a reaction flask, add 60 ml of water, and stir to dissolve. Heat to 90°C, keep at 85-95°C for 4 hours, cool to 40°C, filter, let the filtrate naturally cool to room temperature, then crystallize in the refrigerator overnight, filter with suction, filter out the crystals, dry to obtain p-hydroxybenzoic acid Potassium thiosulfate 4.21g.

[0063] 1 H-NMR (400MHz, D 2 O) δ: 4.17 (s, 2H), 6.75 (d, 2H, J = 8.6), 7.20 (d, 2H, J = 8.6).

[0064] Elemental analysis [experimental value (theoretical value)]: C: 32.62 (32.54); H: 2.65 (2.73); S: 24.85 (24.82).

preparation example 3

[0065] The preparation of preparation example 3 p-hydroxybenzyl ammonium thiosulfate

[0066] Put 2.50 g (20.16 mmol) of p-hydroxybenzyl alcohol, 3.75 g (25.3 mmol) of ammonium thiosulfate, and 3.0 g of acetic acid into a reaction flask, add 60 ml of water, and stir to dissolve. Heat to 90°C, keep at 85-95°C for 4 hours, cool to 40°C, filter, let the filtrate naturally cool to room temperature, then crystallize in the refrigerator overnight, filter with suction, filter out the crystals, dry to obtain p-hydroxybenzoic acid Ammonium thiosulfate 2.89g.

[0067] 1 H-NMR (400MHz, D 2 O) δ: 4.17 (s, 2H), 6.75 (d, 2H, J = 8.6), 7.20 (d, 2H, J = 8.6).

[0068] Elemental analysis [experimental value (theoretical value)]: C: 35.51 (35.43); H: 4.61 (4.67); N: 5.94 (5.90); S: 27.07 (27.03).

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Abstract

The invention discloses a green preparation method for BIHOBS and an application thereof in the field of preservation. The preparation method includes the following steps: p-hydroxyphenylmethylthiosulphonate reacts with p-hydroxybenzylalcohol, and after reaction is complete, post-processing is carried out, so that tall gastrodia rhizome extract BIHOBS is obtained. The preparation method does not need high pressure, does not produce odor, and is high in efficiency. Moreover, when the tall gastrodia rhizome extract BIHOBS is applied to the field of preservation, a good anti-browning effect can be achieved.

Description

technical field [0001] The invention relates to a preparation method of plant extract BIHOBS and its antiseptic and fresh-keeping effect on food. Specifically, the present invention relates to a preparation method of Gastrodia elata extract BIHOBS and its antiseptic and preservation effect on fresh vegetables and aquatic products. Background technique [0002] BIHOBS, the chemical name is bis[(4-hydroxyphenyl)methylene]sulfide, and its structure is shown in formula (I). Find. [0003] [0004] It has been reported in the literature that BIHOBS has the effects of anti-tumor (Molecules 2007; 12:815-20), anti-oxidation, neuroprotection (J.Nat.Prod.2007; 70:571-4), cosmetic whitening (CN103922979A), but no Anti-corrosion and preservation of food, anti-browning activity report. [0005] The content of BIHOBS in plants is very low. If large-scale production adopts the method of separating and extracting from Gastrodia elata, it will not only need to use a large amount of org...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C319/14C07C323/16C07C381/02A23B4/20A23B7/154A23L2/42
CPCA23B4/20A23B7/154A23L2/42C07C319/02C07C319/14C07C381/02C07C323/16
Inventor 金春华曹昊
Owner NINGBO BESTDRUG PHARMA CO LTD
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