Patents Assigned to ZHEJIANG NHU COMPANY LTD
  • Patent number: 11891355
    Abstract: The present disclosure relates to a method for preparing taurine and a method for recovering a mother liquor thereof. The method for recovering the taurine mother liquor comprises: providing a taurine mother liquor, and mixing the taurine mother liquor and a treating agent to obtain a solid-containing suspension, wherein the treating agent is a water-soluble organic solvent or a mixture of the water-soluble organic solvent and water; filtering the suspension to obtain a first solid product and a first filtrate; and dissolving the first solid product with an ammonia source, and then filtering same to obtain a second solid product and a second filtrate.
    Type: Grant
    Filed: November 17, 2020
    Date of Patent: February 6, 2024
    Assignees: ZHEJIANG NHU COMPANY LTD., ZHEJIANG NHU PHARMACEUTICAL CO., LTD., SHANGYU NHU BIO-CHEM CO., LTD.
    Inventors: Xiaoxiang He, Junhua Peng, Xianghua Yao, Songhua Xu, Lihuan Cheng, Yinbing Wang, Yinjiang Song, Lei Wang
  • Patent number: 11632970
    Abstract: The present invention discloses a method for preparation of vitamin and carotenoid powder; the vitamin and carotenoid powder comprises vitamin, carotenoid microcapsule and physical gel protection film covered on the surface of the vitamin and carotenoid microcapsule; the physical gel protection film is made from super-molecular system; the super-molecular system comprises the following constituents of parts in weight: vegetable oil: 6-30 parts; gel: 0.5-3 parts and antioxidant: 0.5-3 parts. The hot super-molecular solution is sprayed on the surface of cold vitamin and carotenoid microcapsule during preparation to form a specific 3D network structure that is used to bind the liquefied vegetable oil to form a physical gel protection film; the physical gel protection film has improved product storage stability as well as the its stability for application in feedstuff, food and health care products.
    Type: Grant
    Filed: December 8, 2016
    Date of Patent: April 25, 2023
    Assignees: ZHEJIANG NHU COMPANY LTD., ZHEJIANG UNIVERSITY
    Inventors: Jiandong Li, Zhirong Chen, Hong Yin, Xiaoyong Zhu, Dan Qiu, Lifang Shi, Dongming Shi, Yong Qi
  • Patent number: 11220478
    Abstract: The present disclosure discloses a preparation method for 4-phenylthio-benzenethiol. The preparation method comprises the following steps: subjecting phenyl sulfide as a raw material to a halogenation reaction to obtain 4-halophenyl sulfide; subjecting the 4-halophenyl sulfide to a sulfhydrylation reaction to obtain a 4-phenylthio-phenylthiolate; and subjecting the 4-phenylthio-phenylthiolate to acidification. The preparation method of the present disclosure avoids the use of materials such as thiophenol which pollutes the environment, and realizes efficient recycling of the reaction materials, solvents, water and the like. The preparation method of the present disclosure is a green process for the synthesis of 4-phenylthio-phenylthiol without organic waste, waste acid and waste water discharge.
    Type: Grant
    Filed: July 12, 2018
    Date of Patent: January 11, 2022
    Assignees: Zhejiang NHU Company Ltd., Zhejiang University, Zhejiang NHU Special Materials Co., Ltd.
    Inventors: Zhirong Chen, Woyuan Li, Hong Yin, Guíyang Zhou, Haoran Li, Shuaifeng Pan, Ming Lian, Guangde Qin, Qichuan Li
  • Patent number: 11180440
    Abstract: The present disclosure relates to a method for preparing isophorone diamine by means of a hydrogenation reduction of isophorone nitrile imine. The hydrogenation reduction is continuously carried out in a multi-stage bubble column reactor loaded with a supported alkaline cobalt-based catalyst, wherein isophorone nitrile imine is successively in countercurrent contact with hydrogen in each stage of the reactor to carry out a hydrogenation reduction reaction, so as to obtain the isophorone diamine. The preparation method solves the problem of back-mixing, and further improves the conversion rate and the cis/trans ratio of the product.
    Type: Grant
    Filed: November 30, 2018
    Date of Patent: November 23, 2021
    Assignees: Zhejiang Nhu Company Ltd., Zhejiang University, Shandong Nhu Amino Acid Co., Ltd., Shandong Nhu Fine Chemical Science and Technology Company Ltd.
    Inventors: Zhirong Chen, Jianyong Mao, Baishan Hu, Guanbing Li, Haoran Li, Yu Wang, Yingkuo Yang, Qing Liu, Jiyu Tang, Weiyong Chen
  • Patent number: 11142542
    Abstract: A method for synthesizing sucrose-6-ester includes: (a) in the presence of a polar aprotic solvent, contacting an organic phosphine compound represented by formula I with sucrose and an organic tin compound; (b) removing water to obtain a reaction liquid containing a tin-sucrose adduct; and (c) contacting the reaction liquid containing the tin-sucrose adduct with an acid anhydride compound to prepare a sucrose-6-ester. In formula I, R1, R2, and R3 each are a linear or branched alkyl having 1 to 20 carbon atoms, a cycloalkyl having 3 to 10 carbon atoms, or an aryl having 6 to 10 carbon atoms; moreover, the R1, R2, and R3 are identical groups, partially identical groups, or different groups from each other. According to the method, the reaction conversion rate and selectivity are greatly improved; moreover, it is easy to realize industrial application.
    Type: Grant
    Filed: April 24, 2019
    Date of Patent: October 12, 2021
    Assignees: Zhejiang Nhu Company Ltd., Shandong Nhu Fine Chemical Science and Technology Company Ltd.
    Inventors: Yougui Zhou, Jiang Cai, Kaifeng Ma, Yugang Wang, Xiaoqiao Wei, Yunhan Yang
  • Patent number: 11130115
    Abstract: The present invention discloses a selective hydrogenation catalyst and a preparation method and an application thereof, belonging to the technical field of catalysts. The selective hydrogenation catalyst comprises an active component and a carrier for supporting the active component, wherein the active component is a transition metal particle, the carrier is modified by a flexible chain ligand in advance, one end of the flexible chain ligand is uniformly distributed on the surface of the carrier, and the other end of the flexible chain ligand is coordinated on a transition metal. When the catalyst is used for catalytic hydrogenation reaction of dehydrolinalool or 2-methyl-3-butyn-2-ol, the stability is good, the catalyst still has high selectivity after being used for a long time, and the quality of a hydrogenation product can be guaranteed.
    Type: Grant
    Filed: July 1, 2020
    Date of Patent: September 28, 2021
    Assignees: ZHEJIANG UNIVERSITY, ZHEJIANG NHU COMPANY LTD., SHANDONG NHU PHARMACEUTICAL CO., LTD.
    Inventors: Haoran Li, Yong Wang, Baishan Hu, Xiao Ma, Dan Qiu, Qian Luo, Zhe Wang, Shanjun Mao, Lili Yu, Qichuan Li
  • Publication number: 20210252484
    Abstract: The present invention discloses a selective hydrogenation catalyst and a preparation method and an application thereof, belonging to the technical field of catalysts. The selective hydrogenation catalyst comprises an active component and a carrier for supporting the active component, wherein the active component is a transition metal particle, the carrier is modified by a flexible chain ligand in advance, one end of the flexible chain ligand is uniformly distributed on the surface of the carrier, and the other end of the flexible chain ligand is coordinated on a transition metal. When the catalyst is used for catalytic hydrogenation reaction of dehydrolinalool or 2-methyl-3-butyn-2-ol, the stability is good, the catalyst still has high selectivity after being used for a long time, and the quality of a hydrogenation product can be guaranteed.
    Type: Application
    Filed: July 1, 2020
    Publication date: August 19, 2021
    Applicants: ZHEJIANG UNIVERSITY, ZHEJIANG NHU COMPANY LTD., SHANDONG NHU PHARMACEUTICAL CO., LTD.
    Inventors: Haoran LI, Yong WANG, Baishan HU, Xiao MA, Dan QIU, Qian LUO, Zhe WANG, Shanjun MAO, Lili YU, Qichuan LI
  • Publication number: 20210147350
    Abstract: Provided by the present disclosure are a method and a device for preparing 2-hydroxy-4-methylthiobutyric acid and intermediates thereof; the intermediates for preparing 2-hydroxy-4-methylthiobutyric acid comprise 3-methylthiopropionaldehyde and 2-hydroxy-4-methylthiobutyronitrile.
    Type: Application
    Filed: August 27, 2019
    Publication date: May 20, 2021
    Applicants: ZHEJIANG NHU COMPANY LTD., ZHEJIANG UNIVERSITY, SHANDONG NHU AMINO ACID CO., LTD.
    Inventors: Zhirong Chen, Hong Yin, Baishan Hu, Zhengjiang Wang, Zhixuan Wang, Cong Chen, Guisheng Qiu, Qichuan Li, Qingai Shi
  • Patent number: 10982242
    Abstract: The present invention relates to an optimized fermentation process of coenzyme Q10, particularly to a fermentation process of coenzyme Q10 via flow feeding based on cooperative control of changes of online oxygen consumption rate and conductivity. During the fermentation process of coenzyme Q10 production strains, the oxygen consumption rate is controlled between 30-150 mmol/L·h and the conductivity is maintained between 3.0-30.0 ms/cm via flow feeding, so as to facilitate strain growth and the start of coenzyme Q10 synthesis and accumulation. The present invention can substantially increase output of coenzyme Q10 and greatly reduce the production cost with simple process control and strong operability, thus being applicable to large-scale industrial production.
    Type: Grant
    Filed: October 21, 2016
    Date of Patent: April 20, 2021
    Assignees: SHANGYU NHU BIOLOGICAL CHEMICAL CO., LTD., ZHEJIANG UNIVERSITY, ZHEJIANG NHU COMPANY LTD.
    Inventors: Hongwei Yu, Yong Lv, Yong Li, Jianbo Chen, Shaofeng Chen, Weifeng Li, Hongmei Zhang, Yongqiang Zhu
  • Patent number: 10974225
    Abstract: The present disclosure belongs to the technical field of catalysis, and particularly relates to a metal oxide coated ceramic corrugated plate catalyst, its preparation method and application thereof in preparation of key intermediates of citral. The catalyst consists of a ceramic corrugated plate carrier and a metal oxide active layer coated on a surface of the carrier, wherein the metal oxide active layer is a metal oxide formed by active ingredient titanium and at least four other metal elements selected from vanadium, chromium, manganese, iron, zirconium, niobium and molybdenum.
    Type: Grant
    Filed: July 1, 2020
    Date of Patent: April 13, 2021
    Assignees: ZHEJIANG NHU COMPANY LTD., ZHEJIANG UNIVERSITY, SHANDONG NHU PHARMACEUTICAL CO., LTD.
    Inventors: Haoran Li, Xiao Ma, Yong Wang, Baishan Hu, Dan Qiu, Jianyong Mao, Bing Lu, Shanjun Mao, Lili Yu, Qichuan Li
  • Publication number: 20210009514
    Abstract: The present disclosure discloses a preparation method for 4-phenylthio-benzenethiol. The preparation method comprises the following steps: subjecting phenyl sulfide as a raw material to a halogenation reaction to obtain 4-halophenyl sulfide; subjecting the 4-halophenyl sulfide to a sulfhydrylation reaction to obtain a 4-phenylthio-phenylthiolate; and subjecting the 4-phenylthio-phenylthiolate to acidification. The preparation method of the present disclosure avoids the use of materials such as thiophenol which pollutes the environment, and realizes efficient recycling of the reaction materials, solvents, water and the like. The preparation method of the present disclosure is a green process for the synthesis of 4-phenylthio-phenylthiol without organic waste, waste acid and waste water discharge.
    Type: Application
    Filed: July 12, 2018
    Publication date: January 14, 2021
    Applicants: Zhejiang NHU Company Ltd, Zhejiang University, Zhejiang NHU Special Materials Co., Ltd.
    Inventors: Zhirong CHEN, Woyuan LI, Hong YIN, Guíyang ZHOU, Haoran LI, Shuaifeng PAN, Ming LIAN, Guangde QIN, Qichuan LI
  • Patent number: 10844171
    Abstract: The present disclosure provides a production method of a semi-aromatic polyamide, and a semi-aromatic polyamide. Said production method of a semi-aromatic polyamide includes: step 1 of subjecting an initial charge of a diamine and a binary acid in an amine/acid molar ratio of less than 1.0 to form a slurry together with water and a catalyst, and subjecting the slurry to heating and dissolution to form a saline solution; step 2 of dehydrating said saline solution after detecting the composition thereof, detecting the content of diamine in a steam condensate from a dehydration unit, adjusting the amine/acid molar ratio to be larger than 1.0 by a molten diamine and a monoacid as a molecular weight regulator, and performing pre-polymerization; and step 3 of subjecting a pre-polymerization solution to post-polycondensation after vacuum flashing. The semi-aromatic polyamide of the present disclosure has a low gel content, excellent performance and extensive scope of application.
    Type: Grant
    Filed: June 29, 2017
    Date of Patent: November 24, 2020
    Assignees: Zhejiang Nhu Special Materials Co., Ltd., Zhejiang University, Zhejiang Nhu Company Ltd.
    Inventors: Zhirong Chen, Hong Yin, Qin Zhang, Xiaoxiao Wu, Wengang Hong, Hangjun Deng, Guiyang Zhou, Changze Wang
  • Patent number: 10829510
    Abstract: The present invention discloses a method for preparing sucralose-6-acetate in a biphasic liquid-liquid system. The method comprises slowly dropwise adding an inert non-polar solvent containing a chlorinating agent to an N,N-dimethyl formamide (DMF) solution of sucrose-6-acetate; then reacting the biphasic liquid-liquid mixture at a certain temperature for 9-20 hours; cooling the system to room temperature after stopping heating, and settling the solution to form layers, an upper layer being an inert non-polar solvent layer, and a lower layer being a DMF solution layer containing the product; hydrolyzing, neutralizing, and filtering the lower layer to obtain a filtrate, and then concentrating the filtrate to obtain a concentrate; dissolving the concentrate in water, and obtaining the product by extraction using ethyl acetate and crystallization, the inert non-polar solvent being an alkane solvent containing 8-18 carbon atoms that is not mutually soluble with DMF.
    Type: Grant
    Filed: May 18, 2017
    Date of Patent: November 10, 2020
    Assignee: ZHEJIANG NHU COMPANY LTD.
    Inventors: Fuxiang Deng, Yu Ding, Wei Xue, Sheng Yu, Wenwu Yan, Ming Yu, Yougui Zhou, Haoran Li
  • Patent number: 10774350
    Abstract: The present application relates to a method for fermentative production of oxidized coenzyme Q10 and high-content oxidized coenzyme Q10 prepared therefrom. For the method for fermentative production of oxidized coenzyme Q10, in a fermentation process of a production strain, the oxidation-reduction potential (ORP) of a fermentation broth is controlled to be ?50 to 300 Mv, and preferably the oxidation-reduction potential (ORP) of the fermentation broth is controlled to be 50 to 200 mV. By controlling the ORP of the fermentation broth, the method for fermentative production of oxidized coenzyme Q10 enables the oxidized coenzyme Q10 content in the coenzyme Q10 produced by microorganisms to reach 96% or more, and the product is substantially composed of a single component, which makes post-treatment more convenient.
    Type: Grant
    Filed: June 25, 2018
    Date of Patent: September 15, 2020
    Assignees: ZHEJIANG NHU COMPANY LTD., ZHEJIANG UNIVERSITY, HEILONGJIANG NHU BIOTECHNOLOGY COMPANY LTD., SHANGYU NHU BIOLOGICAL CHEMICAL CO., LTD.
    Inventors: Shenfeng Yuan, Hongwei Yu, Zhaofeng Chen, Yongqiang Zhu, Yi Min, Yong Li, Baishan Hu, Guisheng Qiu, Kai Yu
  • Patent number: 10737250
    Abstract: The present disclosure provides a PdIn alloy catalyst including a carrier and Pd metal particles supported by the carrier, the carrier is a nitrogen-doped porous carbon composite material having a plurality of passages, Pd metal particles are distributed in the plurality of passages, the nitrogen-doped porous carbon composite material includes a nitrogen-doped porous carbon material, a plurality of indium oxide particles, and In metal particles. The In metal particles are exposed through the plurality of passages, the plurality of indium oxide particles are uniformly distributed in the nitrogen-doped porous carbon material, and In atoms of the In metal particles migrated to surfaces of Pd particles selectively occupy edge and corner positions of metal lattice of Pd metal particles. The present disclosure further provides a method for manufacturing the PdIn alloy catalyst and application thereof.
    Type: Grant
    Filed: September 1, 2019
    Date of Patent: August 11, 2020
    Assignees: ZHEJIANG NHU COMPANY LTD., ZHEJIANG UNIVERSITY, SHANDONG NHU PHARMACEUTICAL CO., LTD., SHANDONG NHU VITAMIN CO., LTD.
    Inventors: Yong Wang, Lili Yu, Xiao Ma, Jianyong Mao, Zhe Wang, Shanjun Mao, Jianqing Li, Gang Chen, Haoran Li, Zhirong Chen
  • Patent number: 10212957
    Abstract: Disclosed in the present invention is a method for preparing an oil-dispersible carotenoid preparation, comprising (by weight parts): mixing 100 parts of carotenoid microcapsule, 100-400 parts of vegetable oil and 0.1-1 part of oil-soluble antioxidant; and grinding the mixture in a colloid mill in a nitro—gen atmosphere and at 10-30° C. to obtain a uniform oil-dispersible carotenoid preparation, wherein the preparation contains 2%-14% carotenoid with an average particle size of up to 0.1-1 ?m, and 100 parts of carotenoid microcapsule contains 10.5-35.8 parts carotenoid, 0.1-1 part of water-soluble antioxidant, and the remainder is a water-soluble colloid. The advantages of the present invention lie in that the oil-dispersible form has a high stability as the surface of the carotenoid particles is still protected with a dense water-soluble colloid, and that an oil-dispersible carotenoid preparation containing carotenoid with a content of up to 2%-14% and an average particle size of only 0.
    Type: Grant
    Filed: June 3, 2014
    Date of Patent: February 26, 2019
    Assignees: ZHEJIANG UNIVERSITY, ZHEJIANG NHU COMPANY LTD.
    Inventors: Dan Qiu, Lifang Shi, Jiandong Li, Zhirong Chen, Jiachao Zhou
  • Patent number: 10065901
    Abstract: The present invention discloses a method for preparing optically active carbonyl compound, comprising the following steps: under the catalysis of chiral amine salt and transition metal catalysts, with hydrogen and catalytic amount of dihydropyridine compound as hydrogen source, use ?, ?-unsaturated aldehydes or ?, ?-unsaturated troponoid compounds to conduct asymmetric catalytic reaction to obtain the optically active carbonyl compound. This method comes in moderate reaction condition, simple operation, and catalytic amount of dihydropyridine compounds usage, the target product is easy to be separated and purified from the reaction system, and the metal catalyst can be recycled, it is economical.
    Type: Grant
    Filed: November 29, 2016
    Date of Patent: September 4, 2018
    Assignees: ZHEJIANG NHU COMPANY LTD., SHANDONG NHU PHARMACEUTICAL CO., LTD., ZHEJIANG UNIVERSITY
    Inventors: Yougui Zhou, Ming Yu, Jintao Yuan, Lei Zhao, Xiandong Zhu, Guangxiong Yu, Weiwei Su, Weikang Shao, Xingxing Shi, Yin Zhang, Ming Feng, Zhirong Chen, Haoran Li, Yuhong Zhang
  • Patent number: 10058849
    Abstract: The present invention discloses a metal complex catalyst, its preparing method and its application in preparing D,L-menthol, the metal complex catalyst includes weight percent elements as follows: 70-85% of Ni, 8-10% of Al, 5-10% of V, and 2-10% of Co. When this metal complex catalyst is applied in preparing D,L-menthol through thymol hydrogenation, it has the characteristics of high reaction activity and quick racemization of chiral compound. Meanwhile, a certain kind of alkali added in isomerization is the key to reducing light constituent byproduct. The whole process comes in good reaction selectivity, simple preparing technology, low production cost, and environment-friendly synthetic route.
    Type: Grant
    Filed: May 10, 2016
    Date of Patent: August 28, 2018
    Assignees: ZHEJIANG NHU COMPANY LTD., ZHEJIANG UNIVERSITY, SHANDONG NHU PHARMACEUTICAL CO., LTD.
    Inventors: Ming Yu, Jintao Yuan, Haidong Yu, Weikang Shao, Yuhong Zhang
  • Patent number: 9567440
    Abstract: The present invention discloses a fiber-grade polyphenylene sulfide resin synthesis method, taking sodium bisulfide and p-dichlorobenzene as raw materials, N-methyl pyrrolidone as the solvent and C5-C6 fatty acid salt formed through dehydration to C5-C6 fatty acid and sodium hydroxide as the polymerization additive for synthesis through polymerization. White polyphenylene sulfide resin is obtained through acidification and washing of reaction slurry. In view of the fact that MFR is below 125 g/10 min, weight-average molecular weight as measured by GPC is over 4.2×104, and whiteness is over 90, it can satisfy requirements for fiber polyphenylene sulfide resin. C5-C6 fatty acid salt according to the method of the present invention has a higher solubility in NMP, which can better promote polymerization. It is to be fully diverted into the filtrate after filter prior to conversion into free fatty acid again through acidification with hydrochloric acid.
    Type: Grant
    Filed: October 29, 2013
    Date of Patent: February 14, 2017
    Assignees: ZHEJIANG NHU SPECIAL MATERIALS CO., LTD., ZHEJIANG UNIVERSITY, SHANGYU NHU BIOLOGICAL CHEMICAL CO., LTD., ZHEJIANG NHU COMPANY LTD.
    Inventors: Zhirong Chen, Woyuan Li, Haoran Li, Ming Lian, Hong Yin, Guiyang Zhou, Xinfeng Zheng
  • Patent number: D1013533
    Type: Grant
    Filed: September 13, 2022
    Date of Patent: February 6, 2024
    Assignees: ZHEJIANG NHU COMPANY LTD., HEILONGJIANG NHU BITTECHNOLOGY COMPANY LTD., SHANGYU NHU BIO-CHEM CO. LTD, SHANGDONG NHU FINE CHEMICAL SCIENCE AND TECHNOLOGY COMPANY LTD., XINCHANG NHU VITAMINS COMPANY LTD.
    Inventors: Liangang Shi, Xiujuan Lei