Colour, Pigments and Dyes Science, Art & Nature
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Historical Group
Historical Group NEWSLETTER and SUMMARY OF PAPERS No. 61 Winter 2012 Registered Charity No. 207890 COMMITTEE Chairman: Prof A T Dronsfield, School of Education, | Prof J Betteridge (Twickenham, Middlesex) Health and Sciences, University of Derby, | Dr N G Coley (Open University) Derby, DE22 1GB [e-mail [email protected]] | Dr C J Cooksey (Watford, Hertfordshire) Secretary: | Prof E Homburg (University of Maastricht) Prof W P Griffith, Department of Chemistry, | Prof F James (Royal Institution) Imperial College, South Kensington, London, | Dr D Leaback (Biolink Technology) SW7 2AZ [e-mail [email protected]] | Dr P J T Morris (Science Museum) Treasurer; Membership Secretary: | Prof. J. W. Nicholson (University of Greenwich) Dr J A Hudson, Graythwaite, Loweswater, | Mr P N Reed (Steensbridge, Herefordshire) Cockermouth, Cumbria, CA13 0SU | Dr V Quirke (Oxford Brookes University) [e-mail [email protected]] | Dr S Robinson (Ham, Surrey) Newsletter Editor: | Prof. H. Rzepa (Imperial College) Dr A Simmons, Epsom Lodge, | Dr. A Sella (University College) La Grande Route de St Jean,St John, Jersey, JE3 4FL [e-mail [email protected]] Newsletter Production: Dr G P Moss, School of Biological and Chemical, Sciences Queen Mary University of London, Mile End Road, London E1 4NS [e-mail [email protected]] http://www.chem.qmul.ac.uk/rschg/ http://www.rsc.org/membership/networking/interestgroups/historical/index.asp Contents From the Editor 2 RSC Historical Group News - Bill Griffith 3 Identification Query - W. H. Brock 4 Members’ Publications 5 NEWS AND UPDATES 6 USEFUL WEBSITES AND ADDRESSES 7 SHORT ESSAYS 9 The Copperas Works at Tankerton - Chris Cooksey 9 Mauveine - the final word? (3) - Chris Cooksey and H. -
Phthalocyanine Green Aluminum Pigment Prepared by Inorganic Acid Radical/Radical Polymerization for Waterborne Textile Applications
Int J Ind Chem DOI 10.1007/s40090-016-0084-x RESEARCH Phthalocyanine green aluminum pigment prepared by inorganic acid radical/radical polymerization for waterborne textile applications 1,2 2 2 1 Benjamin Tawiah • Benjamin K. Asinyo • William Badoe • Liping Zhang • Shaohai Fu1 Received: 16 January 2016 / Accepted: 17 May 2016 Ó The Author(s) 2016. This article is published with open access at Springerlink.com Abstract Polymer-encapsulated phthalocyanine green preparation of polymer-encapsulated aluminum pigments aluminum pigment was prepared via inorganic acid radical/ for waterborne textile applications. radical polymerization route, and its properties were investigated by FT-IR, TGA, XPS, SEM, and TEM. SEM Keywords Aluminum pigment Á Phthalocyanine green Á and TEM images showed that the aluminum pigment was Polymer encapsulation Á Radical polymerization Á encapsulated by a thin film of polymer which ensured good Inorganic acid radical anti-corrosive performance in alkaline (pH 12) and acidic (pH 1) mediums. XPS results showed significant chemical shifts, and increase in binding energies to higher levels Introduction after raw aluminum pigment was phosphate coated and colored by phthalocyanine green pigment. TGA results Colored aluminum pigments having colorful pigment suggest a marginal reduction in its thermal stability. Major adhered closely, uniformly and firmly on its surface are absorbance peaks, such as aluminum phosphate (AlPO4), suitably used in paints, automotive metallic finish, printing different monomer units and CH2 stretching vibration of inks, molded resins and in decoration finish of plastics phthalocyanine green G were highlighted in the FTIR [1–3]. The application of aluminum pigment has expanded spectra of the colored aluminum matrix. -
(12) United States Patent (10) Patent No.: US 6,242,602 B1 Giri Et Al
USOO62426O2B1 (12) United States Patent (10) Patent No.: US 6,242,602 B1 Giri et al. (45) Date of Patent: Jun. 5, 2001 (54) ONE POTSYNTHESIS OF G. F. Bettinetti et al., “Synthesis of 5, 10-Dialkyl-5, 5,10-DIHYDROPHENAZINE COMPOUNDS 10-dihydrophenazines”, Synthesis, Nov. 1976, pp. 748-749. AND 5,10-SUBSTITUTED DHYDROPHENAZINES B. M. Mikhailov et al., “Metal Compounds of Phenazine and Their Transformations', 1950, Chemical Abstracts, vol. 44, (75) Inventors: Punam Giri; Harlan J. Byker; Kelvin pp. 9452–9453. L. Baumann, all of Holland, MI (US) Axel Kistenmacher et al., “Synthesis of New Soluble Triph (73) Assignee: Gentex Corporation, Zeeland, MI (US) enodithiazines and Investigation of Their Donor Properties”, Chem. Ber, 1992, 125, pp. 1495–1500. (*) Notice: Subject to any disclaimer, the term of this Akira Sugimoto et al., “Preparation and Properties of Elec patent is extended or adjusted under 35 tron Donor Acceptor Complexes of the Compounds Having U.S.C. 154(b) by 0 days. Capto-Dative Substituents', Mar.-Apr. 1989, vol. 26, pp. (21) Appl. No.: 09/280,396 435-438. (22) Filed: Mar. 29, 1999 Primary Examiner Richard L. Raymond (51) Int. Cl." ....................... C07D 241/46; CO7D 241/48 ASSistant Examiner Ben Schroeder (52) U.S. Cl. ............................................. 544/347; 544/347 (74) Attorney, Agent, or Firm-Brian J. Rees; Factor & (58) Field of Search ............................................... 544/347 Partners, LLC (56) References Cited (57) ABSTRACT U.S. PATENT DOCUMENTS Dihydrophenazines and bis(dihydrophenazines) are pre 2,292,808 8/1942 Waterman et al. .................. 260/267 pared in high yield under commercially viable reaction 2,332,179 10/1943 Soule .................................. -
Perkin's Mauve: the History of the Chemistry
REFLECTIONS Perkin’s Mauve: The History of the Chemistry Andrew Filarowski Those of us who owe our living in part to the global dyestuff and chemical industry should pause today and remember the beginnings of this giant industry which started 150 years ago today with William Perkins’ discovery of mauveine whilst working in his home laboratory during the Easter holiday on April 28, 1856. Prior to this discovery, all textiles were dyed with natural dyestuffs and pigments. What did Perkin’s Reaction Entail? William Henry Perkin carried out his experiments at his home laboratory in the Easter break of 1856. He was trying to produce quinine (C20H24N2O2). This formula was known but not the structural formula. Because chemistry was in such an early stage of development Perkin thought that by simply balancing the masses (simple additive and subtractive chemistry) in an equation he would obtain the required compound. He therefore believed that if he took two allyltoluidine molecules, C10H13N, and oxidised them with three oxygen atoms (using potassium dichromate) he would get quinine (C20H24N2O2) and water. 2 (C10H13N) + 3O C20H24N2O2 + H2O It is unsurprising to us now but Perkin reported “that no quinine was formed, but only a dirty reddish brown precipitate.” However, he continued in his trials and decided to use aniline (C6H5NH2) and its sulphate, and to oxidise them using potassium dichromate. This produced a black precipitate that Perkin at first took to be a failed experiment, but he noticed on cleaning his equipment with alcohol that a coloured solution was obtained. Perkin’s Patent W H Perkin filed his patent on the 26th August 1856 for “Producing a new colouring matter for the dyeing with a lilac or purple color stuffs of silk, cotton, wool, or other materials.” (sic) Patent No. -
FIG. 2 00 © O O W O 2013/038278 A2 1II III II II III I I11 III I Llll M III I III I Ll
(12) INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization I International Bureau (10) International Publication Number (43) International Publication Date WO 2013/038278 A2 21 March 2013 (21.03.2013) P O P C T (51) International Patent Classification: (US). WEI, Ning [US/US]; 1010 Wilde Run Court, G01N 31/22 (2006.01) G01N 21/81 (2006.01) Roswell, Georgia 30075 (US). (21) International Application Number: (74) Agents: STOKER, Denise, L. et al; 2300 Winchester PCT/IB2012/053943 Road, Neenah, Wisconsin 54956 (US). (22) International Filing Date: (81) Designated States (unless otherwise indicated, for every 1 August 2012 (01 .08.2012) kind of national protection available): AE, AG, AL, AM, AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, English (25) Filing Language: BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DK, DM, (26) Publication Language: English DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, IN, IS, JP, KE, KG, KM, KN, KP, (30) Priority Data: KR, KZ, LA, LC, LK, LR, LS, LT, LU, LY, MA, MD, 13/230,102 12 September 201 1 (12.09.201 1) US ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, (71) Applicant (for all designated States except US): KIM¬ NO, NZ, OM, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, BERLY-CLARK WORLDWIDE, INC. [US/US]; Nee- SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, nah, Wisconsin 54956 (US). TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. -
Sir William Henry Perkin: the 18-Year-Old Chemist That Changed the World of Fashion
Sir William Henry Perkin: The 18-Year-Old Chemist That Changed The World of Fashion [sg_popup id=”39″ event=”onload”][/sg_popup]On March 12th, 2018, Google Doodle honored the 180th birthday of British chemist, Sir William Henry Perkin, who is best known for his accidental discovery of the first synthetic organic dye, mauveine. In 1856, in a makeshift chemistry lab in his apartment, 18-year-old Perkin and his professor, August William von Hofmann, had spent the previous three years trying to find a way to make quinine, a chemical substance found in the bark of the cinchona tree. Quinine was the best treatment for malaria at the time. Due to the extensive extraction process from the bark, the medicine was expensive. Hofmann wanted to find a cheaper way of producing this lifesaving medicine in the lab. However, the project wasn’t going well. And after yet another unsuccessful attempt at creating quinine, the story goes that Perkin was cleaning out a beaker when he noticed that when the leftover dark brown sludge was diluted with alcohol, it left a bright, rich fuchsia- purple stain on the glass. Along with being a brilliant chemist, Perkin was also a painter, so he immediately saw the potential for the vivid purple dye. To keep his accidental discovery to himself, he moved his work to a garden shed, and later that same year, filed for a patent on a dye he called mauveine. Mauveine was used as the first synthetic dye for cloth. Before this discovery, to create a colorful fabric in the mid-1800s, the color had to be extracted from something in nature, like berries, beetle’s exoskeleton, or bat guano. -
Pigment Green 7 Is with Highly Transparent Mid Shade, High Heat Resistance and Overall Properties
Dongguan Baoxu Chemical Technology.,ltd. P:+86-0769-22821082 Fax:0769-22821083 Email:[email protected] Web:www.additivesforpolymer.com Room1118 Caijin Business Building Nancheng Distinct Guangdong China Pigment Green 7 is with highly transparent mid shade, high heat resistance and overall properties. P.G.7 tinting strength is much lower than phthalocyanine blue C.I.Pigment Green 7 fastness properties is much better than phthalocyanine blue. PG 7 is the standard green color for plastics, used in polyolefins,engineerrings,PP,terylene,acrylic fibers,nylons Chemistry Synonym name:C.I.Pigment Green 7,P.G.7, PG 7, C.I.74260,Phthalocyanine green G, phthalo green, viridian hue, pigment green 7, copper phthalocyanine green, non- flocculating green G, polychloro copper phthalocyanine, CAS Number:1328-53-6 EU Number: 215-524-7 Chemical Family: Cu-Phthalogreen Chemical Structure Application Data Heat Resistance In HDPE The information and statement herein are believed to be reliable but are not to be construed as a warranty or representation for which we assume legal responsibility, Users should undertake sufficient verification and testing to determine the suitable for their own particular purpose of any information or products referred to herein. No warranty of fitness for a particular purpose is made. Dongguan Baoxu Chemical Technology.,ltd. P:+86-0769-22821082 Fax:0769-22821083 Email:[email protected] Web:www.additivesforpolymer.com Room1118 Caijin Business Building Nancheng Distinct Guangdong China Heat resistance 250 Fastness -
Pigment Dispersion and Inkjet Ink Composition Using the Pigment Dispersion
Europäisches Patentamt *EP001116757A2* (19) European Patent Office Office européen des brevets (11) EP 1 116 757 A2 (12) EUROPEAN PATENT APPLICATION (43) Date of publication: (51) Int Cl.7: C09D 17/00, C09D 11/00 18.07.2001 Bulletin 2001/29 (21) Application number: 01100577.4 (22) Date of filing: 10.01.2001 (84) Designated Contracting States: (72) Inventors: AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU • Taniguchi, Keishi, c/o Ricoh Company Ltd. MC NL PT SE TR Tokyo 143-8555 (JP) Designated Extension States: • Hatada, Shigeo, c/o Ricoh Company Ltd. AL LT LV MK RO SI Tokyo 143-8555 (JP) (30) Priority: 11.01.2000 JP 2000002068 (74) Representative: Barz, Peter, Dr. Patentanwalt (71) Applicant: Ricoh Company, Ltd. Kaiserplatz 2 Tokyo 143-8555 (JP) 80803 München (DE) (54) Pigment dispersion and inkjet ink composition using the pigment dispersion (57) A pigment dispersion comprising one or more pigments, a dispersant, and a dispersion medium comprising water, wherein the dispersant comprises a compound having the following formula (I): wherein R1 represents an alkyl group having from 1 to 20 carbon atoms, an aryl group, or an aralkyl group; and k is 0 or an integer of from 1 to 7 and m is an integer of from 30 to 60. EP 1 116 757 A2 Printed by Jouve, 75001 PARIS (FR) EP 1 116 757 A2 Description [0001] The present invention relates to a pigment dispersion, and an ink composition useful for ink jet printing using the pigment dispersion. 5 [0002] As having been disclosed in Japanese Laid-Open Patent Publications Nos. -
A Study on Historical Dyes Used in Textiles: Dragon's
MICAELA MARGARIDA FERREIRA DE SOUSA A STUDY ON HISTORICAL DYES USED IN TEXTILES: DRAGON’S BLOOD, INDIGO AND MAUVE Dissertação apresentada para obtenção do Grau de Doutor em Conservação e Restauro, especialidade Ciências da Conservação, pela Universidade Nova de Lisboa, Faculdade de Ciências e Tecnologia. LISBOA 2008 Acknowledgments I would like to thank my supervisors Prof. Maria João Melo (Faculdade de Ciências e Tecnologia – Universidade Nova de Lisboa: FCT-UNL) and Prof. Joaquim Marçalo (Instituto Técnológico e Nuclear: ITN) for giving me the opportunity to participate in the project: “The Molecules of Colour in Art: a photochemical study” as well as the general supervision of my PhD project. I’m also grateful to Prof. Sérgio Seixas de Melo (Universidade de Coimbra: UC), the project coordinator. I would also like to thank all the people involved in this PhD project: Prof. Jorge Parola (FCT- UNL) for the RMN analysis, supervision of indigo work in homogeneous media and supervision of mauve counter ions analysis; Prof. Fernando Pina (FCT-UNL) for the supervision on the dragon’s blood flavylium characterization; Prof. Conceição Oliveira (Instituto Superior Técnico: IST) for her help in the MS measurements; researcher Catarina Miguel (FCT-UNL) for validating and obtaining some indigo photodegradation results on homogeneous media; master student Isa Rodrigues(FCT-UNL) for the HPLC-DAD analysis on the Andean Paracas textiles; Prof. Fernando Catarino (Faculty of Sciences – University of Lisbon: FC-UL) for the dragon’s blood resins botanical details and Prof. João Lopes (University of Porto: UP) for the dragon’s blood PCA analysis. Moreover I’m grateful to all the people and institutions that sent samples of the different organic dyes analysis: a) Dragon’s blood samples : the botanical garden of Lisbon, the botanical garden of Ajuda, to Roberto Jardim, director of the botanical garden of Madeira, to the Natural Park of Madeira for the Dracaena draco samples and Prof. -
A Study in Mauve: Unveiling Perkin's Dye in Historic Samples
View metadata, citation and similar papers at core.ac.uk brought to you by CORE provided by Estudo Geral FULL PAPER DOI: 10.1002/chem.200800718 A Study in Mauve: Unveiling Perkins Dye in Historic Samples Micaela M. Sousa,[a] Maria J. Melo,*[a] A. Jorge Parola,[b] Peter J. T. Morris,[c] Henry S. Rzepa,[d] and J. SØrgio Seixas de Melo*[e] Abstract: The analysis of different his- plex mixture of at least thirteen methyl C25 were found to be important tracers toric mauve samples—mauve salts and derivatives (C24 to C28) with a 7-amino- to probe the original synthesis. Coun- dyed textiles—was undertaken to es- 5-phenyl-3-(phenylamino)phenazin-5- terion analysis showed that all the tablish the exact nature of the iconic ium core. A fingerprint was established mauve salts should be dated after 1862. dye produced by W. H. Perkin in the in which mauveines A or B were domi- Perkins original recipe could be identi- nineteenth century. Fourteen samples nant, and in which mauveines B2 and fied in three textile samples, and in from important museum collections these cases, mauveines A and C25 were were analyzed, and it was determined found to be the major chromophores. Keywords: chemical archaeology · that, in contrast to the general wisdom These are now shown to be the samples dyes/pigments · mauveine · Perkin · that mauveine consists of C and C containing the “original mauve”. 26 27 structure elucidation structures, Perkins mauveine is a com- Introduction (from 1859), phenamine or indisine[1]—is a story that dem- onstrates how well-prepared minds can succeed, in this case Mauveine in a historical context: The synthetic colourant with new colours, in contributing to an important period in mauveine is a major landmark in the history of science and the history of the modern world. -
Wolfe Chemistry Article-Edited DB
H-SC Journal of Sciences (2018) Vol. VII Wolfe and Mueller Synthesis and Characterization of Mauveine and its Substituted Aniline Derivatives Charles A. Wolfe ’20 and Paul H. Mueller Department of Chemistry, Hampden-Sydney College, Hampden-Sydney, VA 23943 Perkin’s synthesis: Abstract The year was 1857 in colonial Britain, a vast empire aggressively expanding well into the tropics. In their conquest however, the British colonies began to fall ill to malaria thus halting their expansion. To treat their sickly colonies, the British began to import quinine from the Brazilian colonies owned by Portugal: an Dunn’s synthesis: imperial adversary. To avoid this dependency British science went to work looking for a new way to synthesize quinine in a lab. In his quest to find quinine a young William Henry Perkin, a 19-year-old student of von Hofmann at the Royal College of Chemistry, discovered an odd black tar in his flask after another failed quinine synthesis attempt. Upon rinsing the flask, Perkin noticed the tar turned into a deep purple color. The Introduction excited Perkin then promptly patented the mauve colored dye as “aniline purple” or as we call it The project involved performing both the Dunn and “mauveine.” Mauveine is more than just an dye Plater synthesis methods each with three different however, for it greatly contributed to the history of aniline mixtures and then characterize the products. modern industrial chemistry by paving the way for The three aniline mixtures each contained two other famous aniline dyes such as fuchsia and the anilines. microbial stain methylene blue. -
Changes: the Evolution of the Chemicals Industry in the U.K
Global Outlook Changes: The Evolution of the Chemicals Industry in the U.K. Claudia Flavell-While Rumors of the demise of the U.K. chemicals industry Institution of Chemical Engineers (IChemE) are greatly exaggerated. sk Jane or John Q. Public — Joe Bloggs, as the Early development of the industry Brits would call him — about the state of the The history of the U.K.’s chemicals industry begins in Achemicals industry in the United Kingdom, and the early 19th century, driven by demand for acids, alkalis, you’ll probably get a response along the lines of “There’s soaps, and dyestuffs. Indeed, the first aniline dye was not much left of it. It’s all gone to China and who knows discovered in the U.K. by William Perkin in 1856. Known where else. We don’t produce anything in this country any as mauveine and produced from coal tar, it was a synthetic more.” alternative to the very rare and extremely expensive natural That view is not only discouraging and depressing — it purple (i.e., mauve) dyes available at the time. Other is also quite wrong. As Britain’s famed rock star David synthetic dyes in a range of colors followed, and with them Bowie noted in his 1972 song, time inevitably brings a fledgling dyestuffs industry in the north of England, changes — and you have to turn and face the strange. supplying the country’s textiles centers in Lancashire and In 2010, chemical production in the U.K. totalled Yorkshire. US$93.5 billion, according to the American Chemistry The alkali industry established itself during the 19th Council’s Global Business of Chemistry report (1), making century near salt deposits at Teesside in the northeast of the U.K.’s chemicals industry the tenth-largest in the world England, and at Runcorn in the northwest.