Perylene and perinone pigments

2021 ◽  
Vol 0 (0) ◽  
Author(s):  
Robert Christie ◽  
Adrian Abel

Abstract Perylenes and perinones are separate groups of pigments categorized within the carbonyl chemical class. The two pigment groups show similarities, for example, in their chemical structural features and, to an extent, in their technical and application properties as high-performance organic pigments. Perylenes constitute a series of firmly established high-performance pigments, offering red and violet colors, and also extending to black. Synthetically, they are derived from perylene-1,4,5,8-tetracarboxylic acid. The perylenes tend to be quite expensive pigments, but their high levels of fastness properties mean that they are suitable for highly demanding applications. In particular, they offer very high heat stability. Two perinone pigments are used commercially. In their synthesis from naphthalene-1,4,5,8-tetracarboxylic acid, they are formed as mixtures of the two isomers, which can be separated. The trans isomer, CI Pigment Orange 43, is a highly important commercial pigment, especially for plastics, while the cis isomer, CI Pigment Red 194, is bordeaux in color and is of much lesser importance. The perinone, CI Pigment Orange 43, provides a brilliant orange color and has very good fastness properties. Its commercial manufacture involves a challenging multistage procedure and consequently it is one of the most expensive organic pigments on the market.

2021 ◽  
Vol 0 (0) ◽  
Author(s):  
Robert Christie ◽  
Adrian Abel

Abstract This chapter describes the general features of the chemical class of pigments designated as carbonyl pigments. These pigments are characterized by the presence of carbonyl groups linked to one another via an extended conjugated system, often forming polycyclic aromatic structures. Carbonyl pigments have experienced distinct phases in their histories. Certain carbonyl colorants, notably anthraquinonoids, were discovered in the early twentieth century and subsequently used as vat dyes for textiles, but their potential as high-performance pigments was not realized until the mid-twentieth century when demand began to emerge for pigments of the quality that they could provide. After conversion to a suitable physical form, several vat dyes were then introduced as vat pigments. Several other carbonyl pigment types did not originate as vat dyes but were developed specifically for pigment use. Carbonyl pigments provide a wider diversity of structural arrangements. The broad carbonyl chemical class may be categorized into several sub-types, each with its own characteristic structural features. These categories, which are discussed in separate chapters, include anthraquinonoids, quinacridones, diketopyrrolopyrroles, perylenes, perinones, indigoids, isoindolines, isoindolinones, and quinophthalones. These products generally owe their high levels of technical performance to their large molecular size and high molecular planarity, which lead to highly compact crystal structures and, in many cases, to the ability of the carbonyl group to participate in strong intra- and intermolecular hydrogen bonding.


2021 ◽  
Vol 26 (4) ◽  
pp. 215-224
Author(s):  
Tatas Hardo Panintingjati Brotosudarmo ◽  
Edi Setiyono ◽  
Koichiro Awai ◽  
Delianis Pringgenies

Currently, there are only six species in the genus Seonamhaeicola, i.e., Seonamhaeicola aphaedonensis, S. algicola, S. marinus, S. acroporae, S. maritimus, and S. sediminis. These bacteria have typical yellow or orange color. Among the identified strains, only S. marinus that had been reported to have a yellow polyene flexirubin pigment. However, the presence of carotenoid pigments has not been reported in this genus. Recently, we successfully isolated a new strain, S. algicola strain CC1, bacterium that was found in association with a red seaweed, Halymenia sp., collected from the coast of South Malang, Indonesia. The strain was grown well in the Zobell marine agar 2216E producing yellowish pigments. According to the 16S rRNA sequencing analysis and BLAST search, the strain is closely related to S. algicola strain Gy8, with 99.78% identity. The pigment composition was separated and analyzed by a high-performance liquid chromatography with tandem mass spectrometry detection (HPLC-MS/MS) and the strain was found to produce zeaxanthin as the major component, which appeared at a retention time (tR) of 28.89 min, showing a typical mass spectrum with a molecular ion at m/z 568.5 [M]+ and four product ions at m/z 261.4 [M−307]+, 476.6 [M−92]+, 429.3 [M−139]+, and 536.5 [M− 32]+. Other carotenoids, including zeaxanthin cis isomers, β-cryptoxanthin, β-carotene cis isomer, and β-carotene, are as minor components. The novel and noteworthy finding of this report is the identification of a Seonamhaeicola species that produces carotenoids and can be used as a source of zeaxanthin.


2021 ◽  
Vol 0 (0) ◽  
Author(s):  
Robert Christie ◽  
Adrian Abel

Abstract This chapter surveys the structural and synthetic chemistry and the industrial applications of quinacridones, a small but extremely important group of high-performance carbonyl (or polycyclic) organic pigments. They are based on one of the most important new chromophoric systems developed specifically for pigment applications after the introduction of the phthalocyanines, and currently occupy a prominent position in the red to violet shade areas. A historical perspective on the discovery and commercial development of the quinacridones is presented initially. There then follows an illustrated discussion of the structural chemistry of the pigments, encompassing both molecular and crystal structures. Throughout the chapter, specific features of their molecular structures and the nature of the intermolecular association within the crystals are related to their influence on the color and technical performance in application, in which they exhibit some of the highest standards of heat stability, solvent resistance, and fastness to light and weather encountered in organic pigments. Finally, a survey of the principal current applications of the specific individual commercial quinacridone pigments is presented.


2021 ◽  
Vol 0 (0) ◽  
Author(s):  
Robert Christie ◽  
Adrian Abel

Abstract This chapter provides an overview of the structural and synthetic chemistry, and the industrial applications, of dioxazine pigments, a small group of high performance organic pigments. The color violet (or purple) has frequently assumed a prominent position in history, on account of its rarity and cost. The natural colorant Tyrian purple and the first synthetic textile dye, Mauveine, are prime examples of this unique historical feature. CI Pigment Violet 23, also referred to as Dioxazine Violet or Carbazole Violet, is one of the most universally used organic pigments, by far the most important industrial pigment in the violet shade area. Dioxazine Violet is also unique as the dominant industrial violet pigment providing a brilliant, intense violet color and an excellent all-round set of fastness properties. The pigment has a polycyclic molecular structure, originally described wrongly as a linear arrangement, and later shown to adopt an S-shaped arrangement on the basis of X-ray structural analysis. Two other dioxazine pigments are of rather lesser importance. The synthesis and manufacturing route to CI Pigment Violet 23 is described in the review. Finally, a survey of the principal current applications of the individual dioxazine pigments is presented.


Author(s):  
T. Valente ◽  
C. Bartuli ◽  
G. Visconti ◽  
M. Tului

Abstract Reusable space vehicles, which must withstand re-entry into the Earth's atmosphere, require external protection systems (TPS) which are usually in the forms of rigid surface in areas of high or moderate working temperature. High heat fluxes and temperatures related to high performance hypervelocity flights also require the use of TPS materials having good oxidation and thermal shock resistance, dimensional stability, and ablation resistance. Components by these materials are usually fabricated, starting from either billets or plate stocks, by uniaxial hot pressing, and complex parts, such as low radius edges, are then obtained by electrical discharge machining technique. This article investigates an alternative fabrication technology, based on plasma spraying, to produce near net shape components. Results of experimental activities, such as optimization of plasma spraying parameters based on a DOE approach, are reported and discussed.


PLoS ONE ◽  
2021 ◽  
Vol 16 (2) ◽  
pp. e0245372
Author(s):  
Beatrice Kaufmann ◽  
Philippa Boulle ◽  
Flavien Berthou ◽  
Margot Fournier ◽  
David Beran ◽  
...  

Strict storage recommendations for insulin are difficult to follow in hot tropical regions and even more challenging in conflict and humanitarian emergency settings, adding an extra burden to the management of people with diabetes. According to pharmacopeia unopened insulin vials must be stored in a refrigerator (2–8°C), while storage at ambient temperature (25–30°C) is usually permitted for the 4-week usage period during treatment. In the present work we address a critical question towards improving diabetes care in resource poor settings, namely whether insulin is stable and retains biological activity in tropical temperatures during a 4-week treatment period. To answer this question, temperature fluctuations were measured in Dagahaley refugee camp (Northern Kenya) using log tag recorders. Oscillating temperatures between 25 and 37°C were observed. Insulin heat stability was assessed under these specific temperatures which were precisely reproduced in the laboratory. Different commercialized formulations of insulin were quantified weekly by high performance liquid chromatography and the results showed perfect conformity to pharmacopeia guidelines, thus confirming stability over the assessment period (four weeks). Monitoring the 3D-structure of the tested insulin by circular dichroism confirmed that insulin monomer conformation did not undergo significant modifications. The measure of insulin efficiency on insulin receptor (IR) and Akt phosphorylation in hepatic cells indicated that insulin bioactivity of the samples stored at oscillating temperature during the usage period is identical to that of the samples maintained at 2–8°C. Taken together, these results indicate that insulin can be stored at such oscillating ambient temperatures for the usual four–week period of use. This enables the barrier of cold storage during use to be removed, thereby opening up the perspective for easier management of diabetes in humanitarian contexts and resource poor settings.


2018 ◽  
Vol 2018 ◽  
pp. 1-10 ◽  
Author(s):  
Yinghui Han ◽  
Le Li ◽  
Yunpeng Liu ◽  
Xue Li ◽  
Xiaohan Qi ◽  
...  

A simple and efficient process method for the preparation of strontium bismuth oxides (SBOs) via an impregnation-calcination method is presented. The synthesized active materials are characterized using X-ray diffraction, scanning electron microscopy, and X-ray photoelectron spectroscopy. The electrochemical performance of the as-synthesized SBO samples is observed to decrease gradually as the strontium content is increased from 25% to 50%. The SBO sample with a Sr/Bi ratio of 1 : 3 shows the highest specific capacitance of 1228.7 F g−1 (specific capacity of 204.8 mAh g−1) at a current density of 1 A g−1 and a good cycling stability (75.1%) over 3000 charge-discharge cycles. The improved performance of the supercapacitors can be attributed to the unique structural features resulting from the addition of appropriate portions of Sr, which supports high electron conductivity and rapid ion/electron transport within the electrode and at the electrode/electrolyte interface. All the results show that the SBOs have considerable potential for use as high-performance battery-type electrodes in supercapacitors.


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