WO2021033173A2 - Procédé d'extraction d'une poudre de teinture de thé efficace de déchets de thé et application associée sur un tissu et des vêtements - Google Patents

Procédé d'extraction d'une poudre de teinture de thé efficace de déchets de thé et application associée sur un tissu et des vêtements Download PDF

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Publication number
WO2021033173A2
WO2021033173A2 PCT/IB2020/059675 IB2020059675W WO2021033173A2 WO 2021033173 A2 WO2021033173 A2 WO 2021033173A2 IB 2020059675 W IB2020059675 W IB 2020059675W WO 2021033173 A2 WO2021033173 A2 WO 2021033173A2
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WO
WIPO (PCT)
Prior art keywords
tea
fabric
dye
glycosides
hydroxymethyl
Prior art date
Application number
PCT/IB2020/059675
Other languages
English (en)
Other versions
WO2021033173A3 (fr
WO2021033173A4 (fr
Inventor
Vinitha Moolchand THADHANI
Gehan Amaratunga
Naheed AKHTAR
Syed Ghulam MUSHARRAF
Muhammad Iqbal Choudhary
Original Assignee
Sri Lanka Institute Of Nanotechnology (Pvt) Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sri Lanka Institute Of Nanotechnology (Pvt) Ltd filed Critical Sri Lanka Institute Of Nanotechnology (Pvt) Ltd
Publication of WO2021033173A2 publication Critical patent/WO2021033173A2/fr
Publication of WO2021033173A3 publication Critical patent/WO2021033173A3/fr
Publication of WO2021033173A4 publication Critical patent/WO2021033173A4/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B61/00—Dyes of natural origin prepared from natural sources, e.g. vegetable sources
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0001—Post-treatment of organic pigments or dyes
    • C09B67/0003—Drying, e.g. sprax drying; Sublimation of the solvent
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0092—Dyes in solid form
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/34—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using natural dyestuffs
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/46—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing natural macromolecular substances or derivatives thereof
    • D06P1/48—Derivatives of carbohydrates
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/002—Locally enhancing dye affinity of a textile material by chemical means
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/22—Effecting variation of dye affinity on textile material by chemical means that react with the fibre

Definitions

  • the invention relates to dye preparation from tea waste, in particular to a natural effective tea dye powder and a method of extraction and application thereof on fabric and garments.
  • Biomass pigments have been regarded as promising alternatives to conventional synthetic dyestuffs for the development of sustainable and clean dyeing. Tea is a renewable biomass resource that is grown in many nations and regions around the world.
  • tea extracts as a biomass pigment
  • the tea compounds which gives the colour of the tea dye such as flavan-3-ols, and their concatenated polymers, contain many phenolic groups, and are hydrophilic.
  • these negatively charged dye molecules are poorly adsorbed to the hydrophobic fabric and tends to come to the aqueous phase.
  • the issue is worst in case of cotton, which has negative charge OH groups on the surface, and therefore, there is repulsion between the similarly charge polyphenolic dye of the tea, which results in poor absorption of the dye to the fabric, and does not meet the required wash and light fastness property of the dye.
  • the tea used for extraction of tea dye are the tea rejects namely Broken Mixed Fannings (BMF); small bits of tea that are left over after higher forms of tea leaves are gathered and generated.
  • BMF Broken Mixed Fannings
  • Approximately 30,000 MT of BMF is generated, for the 350 Million Kg of high quality, black tea exported each year from Sri Lanka.
  • Approximately 10,000 MT of this BMF is used to generate instant tea. And rest of 20,000 MT is discarded as waste material.
  • Sri Lanka has become the main sourcing unit on the world instant tea market, accounting for close to 50% of the global supply of the Ready to Drink volumes sourced from Pepsi Lipton International.
  • the BMF is extracted to hot water at 80 - 95 °C for 20 -45 min. with Liquid to Material Ratio (L/M) varying from 10:1 to 30:1 in a counter current extraction apparatus.
  • the tea extract (A) thus obtained, after squeezing out the spent tea leaves accounts for 25-30% w of original BMF.
  • the tea extract (A) is further heated for 20-30 min, at 80-95°C, in presence of air, and cooled to 40-45 °C and treated with 2g/L of, hydrolysing enzymes such as viscozyme (Sigma Aldrich) which is a cellulotic enzyme mixture.
  • the resulting mixture (B), with a solid content around 3-6%, are separated into two fractions by centrifugation and filteration namely supernatant (C) and sediment (D).
  • the supernatant (C) is rich in soluble solids including, concatenated polymers of flavan-3-ols, such as theaflavins, thearubigins etc, whereas the sediment (D) is richer in insoluble solids which are bulkier hydrophobic comparatively non polar groups such as flavones/isoflavones glycosides, which is used for the preparation of dye.
  • the bulkier hydrophobic non polar flavones rich sediment (D) with solid content from 15-20% is filtered through a mesh of 200- 400 mM, and sediment (E) with complexed glycosides with particle size above 400 pM are removed, while the filterate (F) with solid content of 10-14%, is further evaporated to regain the solid content up to 15-20%, and spray dried at 240 °C to obtain the powder, which is used as the tea dye.
  • the difference in the composition of (D) with respect to (B) and (C) is illustrated in the FTIR spectra ( Figure 2), and the chemical constituents of each fractions were analysed using Liquid Chromatography Mass Spectrometry Quadrapole Time of Flight (LCMS QTOF).
  • the supernatant (C) of extraction procedure (figure 1) can be used as a raw material for various ready to drink tea drinks, and if so, the tea dye (obtained through sediment D) could be considered as waste material of tea drink manufacturing process and results in reduction of C(3 ⁇ 4 foot print.
  • LCMS-QTOF analysis of Tea dye obtained after spray drying of filterate (F) showed a higher percentage of flavones/isoflavones glycosides including but not limited to, Apigenin glycosides, Vitexin, Isovitexin, Genistein 8- C-glucoside/ Vicinin 2, Saponarin, Pelagomin, Vitexin-2-rhamnoside, Isovitexin 2"-0-Rhamnoside, 5, 7 -dihydroxy - 3 -(4-hydro xyphenyl)-6, 8-bis [3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] chromen-4-one, 5, 7-dihydroxy-2-(4- hydroxyphenyl)-6-[3, 4, 5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one,8-[4, 5-dihydroxy 6(hy droxymethyl)-3-[3, 4, 5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy
  • Figure 3 and 4 gives structures of flavone glycosides and flavanol glycosides for clarification.
  • Figure 5 is the heat map, analysis of LC-MS metabolomics. The row displays the compounds and the column represents the tea samples namely, Broken Mixed Fannings (BMF) and the tea dye (Filterate F). Compounds which significantly decreased (low intensity) are displayed in green, while compounds which significantly increased (high intensity) are displayed in red. The brightness of each color corresponded to the magnitude of the difference when compared with average value
  • the tea dye contained Catechin and Epicathecin concentration below 1 mg/g, ECG of below 5 mg/g, EGCG 40-45 mg/g and caffeine content of 20-25 mg/g quantity.
  • the quercetin content of the tea dye was low as 0.05 mg/g.
  • the invention has enabled to earn carbon credit by reducing consumption of fossil fuel (petroleum) based synthetic dyes, with reduction in dying time and water consumption
  • the disclosed natural dye process includes first pre-treating the fabrics in the presence of non-metallic, poly amine mordant solution including but not limited to chitosan. Chitosan is obtained through deacetylation of chitin, the exoskeleton of crustaceous. The degree of deacetylation of chitosan should be minimum 90%. Fabric is pre-treated with chitosan (0.5-2 g/L), from pH 3-6 at a temperature between 60° - 80° C for 20- 30 min.
  • the pre-mordanted fabric are then treated with the natural dye solution, concentration ranging from 7-20% as for the fabric used for sufficient time to produce the desired colour.
  • the dying conditions of this invention are compatible to the synthetic dying procedures, with no additional drastic conditions.
  • the fabrics are then rinsed, drained and dried.
  • the dying time and water consumption are reduced from 15-50% depending upon the fabric (cotton, linen, nylon, wool, polyester).
  • the dying time varies from 45 -90 min, material to liquor ratio (MLR) ranging from 15-30, dying temperature ranging from 80-130 °C.
  • MLR material to liquor ratio
  • the technology was further extravagated to obtain full palette of colours by adding minute quantities of synthetic dyes to natural dye, with synthetic dye to natural dye ratio of 4:96. That is by use of reactive dyes in case of cotton fabric, acid dyes in case of nylon fabric and disperse dyes in case of polyester fabric, in ratios ranging from 0.25 - 1.0 % as for the weight of the fabric in combination with tea dye, gave different colour pallets.
  • reactive dyes the required amount of sodium sulphate and sodium hydroxide are added for synthetic dye exhaustion and fixation to the cotton fibre.
  • the dye process of this invention does not require the use of heavy metal salts or iron and thus produces permanently dyed fibers without producing toxic waste.
  • the improved biodegradable poly amine mordant solution and natural dye process of this invention reduces the wastewater disposable cost which results in cleaner production, with greater social and economic benefits.
  • the dyed fabrics were tested for colour fastness to light, water, perspiration, laundering, crocking and bleaching using standard protocols.
  • the dyed fabrics showed the required fastness properties, the value ranging from 3.5-4.5, depending upon the fabric and the standard protocols.
  • the colour fastness to light was evaluated using water cooled xenon arc lamp 20 AATCC FADING UNIT (AFU), using American Association of Textile Chemists and Colorists (AATCC) 16.3-14 protocol. Colour fastness to non-CL bleach was measured using AATCC/ASTM TS-001 protocol, and color fastness to perspiration using AATCC 15-13, and colour fastness to laundering accelerated was accessed using AATCC 61 protocols.

Abstract

L'invention concerne un procédé ou une préparation pour fabriquer une poudre de teinture efficace par polymérisation oxydative substantielle de polyphénols de thé, de cathéchines, d'épicatéchines, de gallate d'épicatéchine, et de gallate d'épigallocatéchine (C, EC, ECG, EGCG), puis séparer le fragment, qui est enrichi en glycosides de flavones/isoflavones, avec la couleur requise, ainsi que l'hydrophobicité requise, pour obtenir la solidité souhaitée au lavage et à la lumière, lorsqu'elle est utilisée en tant que teinture.
PCT/IB2020/059675 2019-08-16 2020-10-15 Procédé d'extraction d'une poudre de teinture de thé efficace de déchets de thé et application associée sur un tissu et des vêtements WO2021033173A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
LK20656 2019-08-16
LK2065619 2019-08-16

Publications (3)

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WO2021033173A2 true WO2021033173A2 (fr) 2021-02-25
WO2021033173A3 WO2021033173A3 (fr) 2021-04-15
WO2021033173A4 WO2021033173A4 (fr) 2021-06-03

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060078630A1 (en) 2003-02-26 2006-04-13 Schempp Christoph M Method for the production of flavonoid-containing compositions and use thereof
WO2009119111A1 (fr) 2008-03-28 2009-10-01 静岡県公立大学法人 Procédé de fabrication de théaflavines au moyen de feuilles de thé fraîches
CN101956334A (zh) 2010-09-10 2011-01-26 中国农业科学院茶叶研究所 一种茶叶植物染料染棉纤维的方法
CN103451963A (zh) 2013-08-09 2013-12-18 常州纺织服装职业技术学院 茶染料染棉织物的方法及其所使用的整理液

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1181079A (en) * 1967-03-03 1970-02-11 Vnii Chainoi Promy Colour Derived from Vegetable Raw Material and method of manufacturing the same
CN105983016B (zh) * 2015-03-23 2023-08-11 天士力医药集团股份有限公司 一种含有水飞蓟宾的药物组合

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060078630A1 (en) 2003-02-26 2006-04-13 Schempp Christoph M Method for the production of flavonoid-containing compositions and use thereof
WO2009119111A1 (fr) 2008-03-28 2009-10-01 静岡県公立大学法人 Procédé de fabrication de théaflavines au moyen de feuilles de thé fraîches
CN101956334A (zh) 2010-09-10 2011-01-26 中国农业科学院茶叶研究所 一种茶叶植物染料染棉纤维的方法
CN103451963A (zh) 2013-08-09 2013-12-18 常州纺织服装职业技术学院 茶染料染棉织物的方法及其所使用的整理液

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WO2021033173A3 (fr) 2021-04-15
WO2021033173A4 (fr) 2021-06-03

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