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Eutectic crystal of hinokitiol and tert-butylhydroquinone as well as preparation method and application of eutectic crystal

A technology of tert-butyl hydroquinone and juniperol, applied in the field of chemistry, can solve the problems of photothermal instability, easy melting and volatilization loss, and physical instability of juniperol, and achieves increased stability, shortened reaction time, reduced Effect of the amount of solvent used

Active Publication Date: 2021-08-27
SHANGHAI INST OF MATERIA MEDICA CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Although hinoki alcohol has potential application prospects, there are many defects in the compound itself: first, it is chemically unstable, and it is easily degraded under light conditions; second, it is physically unstable, with a low melting point of only about 50°C, and it is easy to melt and volatilize at high temperatures loss
[0007] In view of the photothermal instability problem that hinoki alcohol exists, the present invention is proposed

Method used

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  • Eutectic crystal of hinokitiol and tert-butylhydroquinone as well as preparation method and application of eutectic crystal
  • Eutectic crystal of hinokitiol and tert-butylhydroquinone as well as preparation method and application of eutectic crystal
  • Eutectic crystal of hinokitiol and tert-butylhydroquinone as well as preparation method and application of eutectic crystal

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] Weigh hinoki alcohol (10mmol) and tert-butylhydroquinone (10mmol) into a polytetrafluoroethylene ball mill jar at a molar ratio of 1:1, add 200 μL of ethanol and an appropriate amount of zirconia grinding balls, and grind at room temperature at a frequency of 30 Hz After ball milling for 30 minutes, the co-crystal of hinokitiol and tert-butyl hydroquinone was obtained, which was a powder with good fluidity.

Embodiment 2

[0058] Weigh hinoki alcohol (10mmol) and tert-butylhydroquinone (10mmol) in a molar ratio of 1:1 and add them to a polytetrafluoroethylene ball mill jar, add 200 μL of methanol and an appropriate amount of zirconia grinding balls, and grind at room temperature at a frequency of 30 Hz After ball milling for 30 minutes, the co-crystal of hinokitiol and tert-butyl hydroquinone was obtained, which was a powder with good fluidity.

Embodiment 3

[0060] Weigh hinoki alcohol (10mmol) and tert-butylhydroquinone (10mmol) into a polytetrafluoroethylene ball mill jar at a molar ratio of 1:1, add 200 μL of acetone and an appropriate amount of zirconia grinding balls, and grind at room temperature at a frequency of 30 Hz After ball milling for 30 minutes, the co-crystal of hinokitiol and tert-butyl hydroquinone was obtained, which was a powder with good fluidity.

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Abstract

The invention relates to an eutectic crystal of hinokitiol and tert-butylhydroquinone as well as a preparation method and application of the co-crystal. The eutectic crystal of the hinokitiol and the tert-butylhydroquinone belongs to a triclinic system and a P-1 space group, and the cell parameters are as follows: a is equal to 6.945, b is equal to 9.401, c is equal to 16.268, alpha is equal to 74.924 degrees, beta is equal to 80.195 degrees, and gamma is equal to 72.024 degrees. Compared with the hinokitiol, the eutectic crystal of hinokitiol and tert-butylhydroquinone has the advantages that the melting point is obviously improved, the volatility at high temperature is reduced, the long-term storage stability is improved, and the light stability is obviously improved.

Description

technical field [0001] The invention belongs to the field of chemistry, and in particular relates to a co-crystal of juniper alcohol and tert-butyl hydroquinone and a preparation method and application thereof. Background technique [0002] Hinokitiol (Hinokitiol), also known as β-hinokitiol or cypress alcohol, its natural source is mainly extracted from Taiwan cypress tree, is a kind of natural monoterpene, belongs to tropolone compound, chemical structural formula is as follows formula I: [0003] [0004] Hinoki alcohol has significant antibacterial, antiviral and anti-inflammatory activities. Studies have shown that its minimum inhibitory concentration against actinomycetes, Streptococcus mutans, Staphylococcus aureus and Escherichia coli is only 10-100ppm. As a natural edible essential oil, hinokitiol has been approved for many years in Japan as a preservative in food additives. It is widely used in China as a cosmetic raw material (2010 edition of the "Catalogue o...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/717C07C45/81C07C37/70C07C39/11
CPCC07C45/81C07C37/70C07C49/717C07C39/11Y02A50/30
Inventor 梅雪锋马小玉朱冰清王建荣
Owner SHANGHAI INST OF MATERIA MEDICA CHINESE ACAD OF SCI
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