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Effect of Reaction Conditions on Production of Catechinone Hair dyestuff in Water/Alcohol Mixed Solution

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Advances in Chemical Engineering and Science 2014年第3期4卷 292-299页

作者： Takanori Matsubara Isao Wataoka Hiroshi Urakawa Hidekazu Yasunaga Department of Biobased Materials Science Kyoto Institute of Technology Kyoto Japan Department of Mechanical Engineering College of Industrial Technology Amagasaki Japan

Catechinone hair dyestuff was produced chemically from (+)-catechin by the oxidation with O2 in basic water/alcohol mixed solution. The effects of reaction conditions such as basicity, sorts of added base, temperature, alcohol molar fraction of solvent and sorts of added alcohols on the catechinone formation were studied in order to increase the efficiency of the dyestuff production. The amount of obtained catechinone increases with increasing basicity of the reaction solution. The dyestuff is obtained by adding monoethanol amine, diethanol amine, triethanol amine, l-arginine, Na2CO3, K2CO3, Na3PO4 or NaOH into the solution as a base and the most preferable base is monoethanol amine. The optimum temperature for the production in water/ethanol solution is 30°C. It was found that water-soluble alcohols such as methanol, ethanol, 2-propanol, 1-propanol and tert-butyl alcohol are available for preparing the dyestuff. The optimum alcohol molar fraction of the mixed solvent used for the dye formation is 0.45 for methanol, 0.25 for ethanol and 0.20 for 2-propanol, 0.15 for 1-propanol and 0.10 for tert-butyl alcohol. The amount of the obtained dyestuff reaches a maximum at 1) 0.35 and 0.59, 2) 0.35 or 3) 0.35 mol·kg¨1 of the concentration of (+)-catechin for the 1) water/methanol, 2) water/ethanol or 3) water/1-propanol system, respectively.

关键词： Catechinone Hair dyestuff (+)-Catechin Chemical Preparation Water/Alcohol Mixed Solution

Relationships between Species of dyestuff Precursor and Dyeability in Hair Colouring Made by Enzymatic Oxidation Technique Using Bio-Catechols

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American Journal of Plant Sciences 2017年第6期8卷 1471-1483页

作者： Takanori Matsubara Chinami Seki Hidekazu Yasunaga Department of Mechanical Engineering College of Industrial Technology Amagasaki Japan Department of Fibre Science and Engineering Kyoto Institute of Technology Kyoto Japan

In the study, hair colouring by utilising enzymatic oxidation of nine species of bio-catechols, which are biobased materials having the catechol (o-dihydroxybenzene) group, was examined. The bio-catechols used are (+)-catechin (Cat), (-)-epicatechin (EC), L-3,4-dihydroxyphenylalanine (DOPA), hematoxylin (HX), brazilin (BZ), rosmarinic acid (RA), caffeic acid (CA), chlorogenic acid (ChA) or ellagic acid (EA). The dyeability of human white hair samples dyed by two kinds of dyeing methods using the bio-catechols was compared. First one is dyeing hair during the enzymatic oxidation of a bio-catechol dye precursor in a dye solution (simultaneous oxidation dyeing method). Second one is dyeing hair by oxidising enzymatically the precursor on hair, which is pre-treated with a bio-catechol solution (post-oxidation dyeing method). The results show that the bio-catechols except EA are oxidised to give colourants and Cat, EC, DOPA, HX and BZ are available for hair dyeing. Overall, the dyeability of simultaneous oxidation dyeing method is higher than that of post-oxidation one. The colour of the hair dyed by simultaneous method is yellowish brown for Cat or EC, grey for DOPA, dark yellowish brown for HX or reddish brown for BZ, respectively. The most vivid or deepest colour of dyed hair is obtained by dyeing with Cat or HX, respectively, in the simultaneous technique. It was found that the bio-catechols having chroman (3, 4-dihydro-2H-1-benzopyran) structure in the molecule such as Cat, EC, HX and BZ are useful for hair colouring.

关键词： Bio-Catechol Hair Dyeing dyestuff Enzymatic Oxidation Tyrosinase

Recovery of dyestuffs from Dilute Solution with Two-phase Electrophoresis

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Chinese Journal of Chemical Engineering 2000年第1期8卷 80-84页

作者：骆广生吕阳成朱慎林戴猷元清华大学北京 100084

Two-phase electrophoresis was used to separate the dyestuffs from their dilute solutions. Several dyestuffs (naphthol green B, acid-chrome blue K, methyl blue and direct fast torquoise blue GL, and n-butanol) were treated in a self-designed experimental setup and the mass transfer characteristics in this process were studied. The results confirm the potential of this technique for recovering dyestuffs from their dilute solutions.

关键词： dyestuff two-phase electrophoresis separation

Enzymatic synthesis of indigo derivatives by tuning P450 BM3 peroxygenases

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Synthetic and Systems Biotechnology 2023年第3期8卷 452-461页

作者： Li Ma Tianjian Sun Yunjie Liu Yue Zhao Xiaohui Liu Yuxuan Li Xinwei Chen Lin Cao Qianqian Kang Jiawei Guo Lei Du Wei Wang Shengying Li State Key Laboratory of Microbial Technology Shandong UniversityQingdao266237China School of Materials Science and Engineering Ocean University of ChinQingdao266100China Laboratory for Marine Biology and Biotechnology Qingdao National Laboratory for Marine Science and TechnologyQingdao266237China

Indigoids,a class of bis-indoles,have long been applied in dyeing,food,and pharmaceutical ***,interest in these‘old’molecules has been renewed in the field of organic semiconductors as functional building blocks for organic electronics due to their excellent chemical and physical ***,these indigo derivatives are difficult to access through chemical *** this study,we engineer cytochrome P450 BM3 from an NADPH-dependent monooxygenase to peroxygenases through directed evolution.A select number of P450 BM3 variants are used for the selective oxidation of indole derivatives to form different indigoid pigments with a spectrum of *** the prepared indigoid organic photocatalysts,a majority of indigoids demonstrate a reduced band gap than indigo due to the increased light capture and improved charge separation,making them promising candidates for the development of new organic electronic ***,we present a useful enzymatic approach with broad substrate scope and cost-effectiveness by using low-cost H2O2 as a cofactor for the preparation of diversified indigoids,offering versatility in designing and manufacturing new dyestuff and electronic/sensor components.

关键词： Cytochrome P450 enzymes P450 BM3 peroxygenase Indigoids dyestuff Organic electronics

Porous TiO2-coated Magnetic Core-Shell Nanocomposites：Preparation and Enhanced Photocatalytic Activity

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Chinese Journal of Chemical Engineering 2013年第5期21卷 569-576页

作者：刘鸿飞季生福郑园园李明杨浩 State Key Laboratory of Chemical Resource Engineering Beijing University of Chemical Technology Beijing100029 China

The core-shell structured TiO2/SiO2 @Fe3O4 photocatalysts were prepared using Fe3O4 as magnetic core,tetraethoxysilane（TEOS） as silica source and tetrabutyl titanate（TBOT） as titanium *** as-obtained structure was composed of a SiO2@Fe3O4 core and a porous TiO2 *** diameter of SiO2@Fe3O4 core was about 205 nm with thickness of porous TiO2 of about 5-6 *** 9%TiO2/6%SiO2@Fe3O4 microspheres possess the highest BET surface area and the BJH pore volume,which are 373.5 m2.g-1 and 0.28 cm3.g-1,*** 9%TiO2/6%SiO2@Fe3O4 photocatalyst exhibited an excellent performance for the degradation of methyl orange and methylene blue *** different dyes were completely decolorized in 60 min under UV *** photocatalytic activity and the amount of catalyst were almost not decrease after recycling for 6 times by using external magnetic field.

关键词： photocatalyst magnetic microspheres porous TiO2 dyestuff degradation

THE EFFECTS OF PLASMA-INDUCED GRAFT COPOLYMERIZATION WITH ACRYLIC ACID ON THE STRUCTURE AND DYEING PROPERTIES OF MULBERRY SILK

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Journal of China Textile University(English Edition) 1996年第2期13卷 18-23页

作者：张菁

The effects of plasma-induced graft copolymerization with acrylic acid (AAc) on the structure and dyeing properties of mulberry silk are investigated. Through the transmission infrared spectroscopy(IR) , attenuated total reflection infrared spectroscopy(ATR-IR) and X-ray photoelectron spectroscopy(XPS) studies, changes of the surface structure and composition are observed. The results show that plasma-induced graft copolymerization has a different meehanism from that of chemical graft copolymerization. The plasma graft copolymerization brings AAc branch polymers into the surface of silk through the initiation of some kinds of oxygen and nitrogen groups created by plasma. That is just the reason that the dyeing ability and color fastness of plasma-grafted silk for cationic dyestuff increase and its mechanical properties have not been changed significantly.

关键词： mulberry silk fabric plasma-induced graft copolymcrization surface structure analysis dyeing ability and color fastness cationic dyestuff

Relationship between Dyeing Condition and Dyeability in Hair Colouring by Using Catechinone Prepared Enzymatically or Chemically from (+)-Catechin

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Journal of Cosmetics, Dermatological Sciences and Applications 2015年第2期5卷 94-106页

作者： Takanori Matsubara Saina Taniguchi Shota Morimoto Asami Yano Aritsugu Hara Isao Wataoka Hiroshi Urakawa Hidekazu Yasunaga Department of Biobased Materials Science Kyoto Institute of Technology Kyoto Japan

Hair colouring was carried out by using catechinone prepared from (+)-catechin by enzymatic or chemical oxidation reaction. The difference of dyeability between the catechinone produced by enzymatic reaction (EC) and that produced by chemical reaction (CC) was studied changing the dyeing condition such as dye concentration, dyeing temperature, pH or the sort and concentration of salts. The colour of the hair dyed by EC or CC at 30°C is yellowish or reddish brown, respectively. The colour of the hair dyed by EC and CC is deeper at a higher dye concentration and at a higher temperature. Hair is dyed deepest by EC or CC at the solution pH = 6.04 or 5.45, respectively. The dyeability is increased by adding NaCl (≤4 M) or CaCl2 (≤1 M), while it is decreased by adding AlCl3. The colour fastness of the dyed hair to washing or ultraviolet light is high enough for practical use. Furthermore, it was found that colourants are obtained from tea extracts which contain catechin derivatives. Hair is dyed reddish brown by the colourants.

关键词： Catechinone Hair dyestuff Catechin Dyeability Tea Extract

Evaluation of Economical and Ecological Aspects of Denim Garments Dyeing with Fluorescent Dye

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Journal of Materials Science and Chemical Engineering 2013年第7期1卷 1-6页

作者： Muhammad Abdur Rashid Md. Delwar Hossain Muhammad Mufidul Islam Md. Nakib-Ul-Hasan Department of Textile Engineering Dhaka University of Engineering & Technology (DUET) Gazipur Bangladesh Department of Textile Engineering Northern University Bangladesh Dhaka Bangladesh

In this study the existing process (3 steps) and proposed process (2 steps) were evaluated during dyeing of denim fabric with fluorescent dye. It compared the effectiveness of these two processes of fluorescent dyeing in the textile industry. Here at first the grey denim fabric was pretreated by scouring and bleaching. Then the fabric was dyed in existing process i.e. through catanizing, dyeing and binding at 10% and 15% shades. Again the pretreated fabric was dyed in proposed process i.e. through catanizing and (dyeing and binding) with same shades. Then the properties of two types of dyed fabric were compared. This study provides a set of experimental results, discussion and comparison between the two processes. The results show that the proposed process has less power and time consumption and more water savings compared to existing process. So the evaluation reflected that the proposed process was much more effective than existing process of denim dyeing with fluorescent dye.

关键词： Fluorescent dyestuff Denim Fabric Fastness Properties

Hair Dyeing by Using Catechinone Obtained from (+)-Catechin

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Journal of Cosmetics, Dermatological Sciences and Applications 2012年第3期2卷 158-163页

作者： Yasunaga Hidekazu Takahashi Akiko Ito Kazue Ueda Masahisa Urakawa Hiroshi Department of Biobased Materials Science Kyoto Institute of Technology Kyoto Japan Department of Biobased Materials Science Kyoto Institute of Technology Kyoto Japan.

A novel colourant for hair dyeing was prepared by an enzymatic reaction with (+)-catechin and its characteristics as a hair dyestuff were studied. The study is aimed at inventing the hair dyestuff that is human- and eco-friendly. One potentially powerful dyestuff was obtained from (+)-catechin treated with tyrosinase after screening experiments using biobased materials. The obtained reddish orange colourant, 4-(3,4-dihydro-3α,5,7-trihydroxy-2H-1-benzopyran-2α-yl) 1,2-benzoquinone named “catechinone”, shows enough dyeability for decolourised white hair. Catechinone does not cause erythema or oedema on skin of rabbits. The colour is controlled by the addition of other biobased materials and a variety of colours of dyed hair are acquired. The fastness to light or washing for hair dyed by catechinone is high enough for practical use.

关键词： Hair Dyeing Catechinone dyestuff (+)-Catechin Biobased Materials Safer Human-Friendly