Crystals of 3-hydroxy-N'-(1,3-dimethylbutylidene)-2-naphthoic acid hydrazide and production method for the same

US12404233B2 · US · B2

Patent metadata
FieldValue
Publication numberUS-12404233-B2
Application numberUS-202017786765-A
CountryUS
Kind codeB2
Filing dateDec 18, 2020
Priority dateDec 20, 2019
Publication dateSep 2, 2025
Grant dateSep 2, 2025

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  1. Title

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  2. Abstract

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Abstract

Official abstract text for this publication.

Crystals of 3-hydroxy-N′-(1,3-dimethylbutylidene)-2-naphthoic acid hydrazide having an X-ray powder diffraction pattern comprising a peak of maximum intensity at an angle of diffraction (2θ) of 6.9±0.2°, 11.4±0.2° and/or 25.2±0.2°. The crystals are useful as rubber additives in tires.

First claim

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The invention claimed is: 1. Crystals of 3-hydroxy-N′-(1,3-dimethylbutylidene)-2-naphthoic acid hydrazide having an X-ray powder diffraction pattern comprising a peak of maximum intensity at an angle of diffraction (2θ) of 6.9±0.2°. 2. The crystals according to claim 1 , wherein the crystals have a melting point of 151° C. or more. 3. Crystals of 3-hydroxy-N′-(1,3-dimethylbutylidene)-2-naphthoic acid hydrazide having an X-ray powder diffraction pattern comprising characteristic peaks at least at angles of diffraction (2θ) of 6.9±0.2°, 14.5±0.2°, 15.5±0.2°, 19.1±0.2°, 23.4±0.2°, 24.1±0.2°, 27.9±0.2° and 28.8±0.2°. 4. Crystals of 3-hydroxy-N′-(1,3-dimethylbutylidene)-2-naphthoic acid hydrazide having an X-ray powder diffraction pattern comprising a peak of maximum intensity at an angle of diffraction (2θ) of 11.4±0.2° and/or 25.2±0.2°. 5. The crystals according to claim 4 , wherein the crystals have a melting point of 151° C. or more. 6. Crystals of 3-hydroxy-N′-(1,3-dimethylbutylidene)-2-naphthoic acid hydrazide having an X-ray powder diffraction pattern comprising characteristic peaks at least at angles of diffraction (2θ) of 11.2±0.2°, 11.4±0.2°, 13.5±0.2°, 15.5±0.2°, 15.8±0.2°, 16.3±0.2°, 18.4±0.2°, 21.6±0.2°, 22.0±0.2°, 25.2±0.2° and 26.3±0.2°. 7. Crystals comprising crystals of 3-hydroxy-N′-(1,3-dimethylbutylidene)-2-naphthoic acid hydrazide having an X-ray powder diffraction pattern comprising a peak of maximum intensity at an angle of diffraction (2θ) of 6.9±0.2° and crystals of 3-hydroxy-N′-(1,3-dimethylbutylidene)-2-naphthoic acid hydrazide having an X-ray powder diffraction pattern comprising a peak of maximum intensity at an angle of diffraction (2θ) of 11.4±0.2° and/or 25.2±0.2°. 8. The crystals according to claim 7 , wherein a ratio of the intensity of the peak at an angle of diffraction (2θ) of 11.4±0.2° to that of the peak at an angle of diffraction (2θ) of 6.9±0.2° is 1:99 to 10:90. 9. Crystals comprising crystals of 3-hydroxy-N′-(1,3-dimethylbutylidene)-2-naphthoic acid hydrazide having an X-ray powder diffraction pattern comprising characteristic peaks at least at angles of diffraction (2θ) of 6.9±0.2°, 14.5±0.2°, 15.5±0.2°, 19.1±0.2°, 23.4±0.2°, 24.1±0.2°, 27.9±0.2° and 28.8±0.2° and crystals of 3-hydroxy-N′-(1,3-dimethylbutylidene)-2-naphthoic acid hydrazide having an X-ray powder diffraction pattern comprising characteristic peaks at least at angles of diffraction (2θ) of 11.2±0.2°, 11.4±0.2°, 13.5±0.2°, 15.5±0.2°, 15.8±0.2°, 16.3±0.2°, 18.4±0.2°, 21.6±0.2°, 22.0±0.2°, 25.2±0.2° and 26.3±0.2°. 10. The crystals according to claim 9 , wherein a ratio of the intensity of the peak at an angle of diffraction (2θ) of 11.4±0.2° to that of the peak at an angle of diffraction (2θ) of 6.9±0.2° is 1:99 to 10:90. 11. A rubber additive comprising the crystals according to claim 1 . 12. A rubber additive comprising the crystals according to claim 4 . 13. A rubber composition comprising the rubber additive according to claim 11 . 14. A rubber composition comprising the rubber additive according to claim 12 . 15. A tire comprising the rubber composition according to claim 13 . 16. A tire comprising the rubber composition according to claim 14 .

Assignees

Inventors

Classifications

  • Crystalline forms, e.g. polymorphs · CPC title

  • Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition · CPC title

  • Carboxylic acid hydrazides · CPC title

  • C07C247/10Primary

    and containing rings · CPC title

  • C07C251/76Primary

    to carbon atoms of a saturated carbon skeleton · CPC title

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What does patent US12404233B2 cover?
Crystals of 3-hydroxy-N′-(1,3-dimethylbutylidene)-2-naphthoic acid hydrazide having an X-ray powder diffraction pattern comprising a peak of maximum intensity at an angle of diffraction (2θ) of 6.9±0.2°, 11.4±0.2° and/or 25.2±0.2°. The crystals are useful as rubber additives in tires.
Who is the assignee on this patent?
Otsuka Chemical Co Ltd
What technology area does this patent fall under?
Primary CPC classification C07C247/10. Mapped technology areas include Chemistry & Metallurgy.
When was this patent published?
Publication date Tue Sep 02 2025 00:00:00 GMT+0000 (Coordinated Universal Time) (B2). Legal status and post-grant events are not shown on this page.
What related patents are in patentsdb?
We list 1 related publication on this page (citations in our corpus or others sharing the same primary CPC).