Knowledge (XXG)

Diarylide pigment

Source 📝

43: 126: 165: 153: 141: 111: 92: 294:
Savastano, D., The pigment report: although 2006 was a year of improvement, pigment manufacturers are coping with a wide variety of challenges, including raw material pricing and supply issues and overcapacity. Ink world 2007,
191:. The pigment is insoluble. It is a standard pigment used in printing ink and packaging industry. The diarylide yellow pigment Yellow 12 is one of the three main colored pigments used in the four color process of 82:. Other diarylide yellow pigments are shown below. Worldwide production of color organic pigments was estimated to be about 250,000 metric tons (t) in 2006, with about 25%, or 62,500 t, being diarylide yellows. 77:
The molecular structures of these molecules is more conjugated than represented in the images shown below. The pigments' colors can range from yellow to green. One of the more common diarylide yellow pigments is
267:
Lewis, D. M., Modern Colorants Synthesis and Structure. Advances in Color Chemistry Series, Vol. 3. Edited by A. T. Peters & H. S. Freeman, Blackie Academic & Professional, Glasgow, 1995, xii + 245 pp.
304:
Rodenburg, L. A.; Guo, J.; Du, S.; Cavallo, G. J., Evidence for Unique and Ubiquitous Environmental Sources of 3,3'-Dichlorobiphenyl (PCB 11). Environmental Science & Technology 2009, 44, (8), 2816-2821.
285:
Barrow, M. J.; Christie, R. M.; Monteith, J. E., The crystal and molecular structures of three diarylide yellow pigments, C. I. Pigments Yellow 13, 14 and 63. Dyes and Pigments 2002, 55, (2-3), 79-89.
183:
The diarylide yellows are the most common yellow pigments used in printing as well as a wide variety of other applications. Due to their stability, diarylide yellows are used in
207:
Diarylide yellow pigments are considered to be non-toxic. There is, however, evidence that these pigments degrade when exposed to temperatures above 200 °C to release
219:
congeners, PCB 11 (3,3’-dichlorobiphenyl), and some evidence indicates that the use of diarylide yellow pigments introduces PCB 11 to the environment.
273: 66:. By varying both of these components, several pigments have been produced. A related family of organic pigments are the simpler 30:
in inks and related materials. They often are yellow or yellow-green. To some extent, these organic compounds have displaced
125: 195:. As such, its use is ubiquitous in printing both in commercial applications and in home color printers, as well as in 164: 152: 140: 110: 91: 346: 341: 336: 208: 216: 212: 331: 269: 170: 131: 116: 97: 79: 47: 252: 196: 188: 63: 23: 101: 42: 31: 228: 192: 67: 55: 325: 256: 276:. Journal of Chemical Technology & Biotechnology 1996, 65, (2), 207-208. 59: 34:
from the market. They exist as yellow powders of low solubility in water.
27: 313: 41: 215:. 3,3’-Dichlorobenzidine is structurally similar to one of the 54:
The formation of these pigments involves the reaction of doubly
184: 16:
Class of organic compounds that are used as pigments
74:diazonium salts with the same coupling partners. 211:, a carcinogen that is listed in the U.S. EPA’s 249:Ullmann's Encyclopedia of Industrial Chemistry 8: 247:K. Hunger. W. Herbst "Pigments, Organic" in 240: 84: 7: 70:, which arise from the coupling of 58:aromatic diamines (derivatives of 14: 314:http://ehp.niehs.nih.gov/121-a86/ 158:Pigment Yellow 14, RN = 5468-75-7 146:Pigment Yellow 17, RN = 4531-49-1 163: 151: 139: 124: 109: 90: 1: 251:, Wiley-VCH, Weinheim, 2012. 363: 257:10.1002/14356007.a20_371 217:polychlorinated biphenyl 213:Toxics Release Inventory 209:3,3'-dichlorobenzidine 51: 50:, a diarylide pigment. 45: 203:Toxicity and hazards 187:, coatings, and as 347:Diarylide pigments 86:Diarylide pigments 52: 46:Synthesis of C.I. 189:plastic colorants 171:Pigment Yellow 16 134:, RN = 22094-93-5 132:Pigment Yellow 81 117:Pigment yellow 83 98:Pigment Yellow 13 80:Pigment yellow 12 64:acetoacetanilides 48:Pigment Yellow 12 26:that are used as 24:organic compounds 20:Diarylide pigment 354: 342:Shades of yellow 337:Organic pigments 316: 311: 305: 302: 296: 292: 286: 283: 277: 265: 259: 245: 197:textile printing 173:, RN = 5979-28-2 167: 155: 143: 128: 119:, RN = 5567-15-7 113: 94: 362: 361: 357: 356: 355: 353: 352: 351: 322: 321: 320: 319: 312: 308: 303: 299: 293: 289: 284: 280: 266: 262: 246: 242: 237: 229:List of colours 225: 205: 181: 174: 168: 159: 156: 147: 144: 135: 129: 120: 114: 105: 95: 40: 32:cadmium sulfide 17: 12: 11: 5: 360: 358: 350: 349: 344: 339: 334: 324: 323: 318: 317: 306: 297: 287: 278: 260: 239: 238: 236: 233: 232: 231: 224: 221: 204: 201: 193:color printing 180: 177: 176: 175: 169: 162: 160: 157: 150: 148: 145: 138: 136: 130: 123: 121: 115: 108: 106: 96: 89: 87: 39: 36: 15: 13: 10: 9: 6: 4: 3: 2: 359: 348: 345: 343: 340: 338: 335: 333: 330: 329: 327: 315: 310: 307: 301: 298: 291: 288: 282: 279: 275: 274:0 7514 0209 5 271: 264: 261: 258: 254: 250: 244: 241: 234: 230: 227: 226: 222: 220: 218: 214: 210: 202: 200: 198: 194: 190: 186: 178: 172: 166: 161: 154: 149: 142: 137: 133: 127: 122: 118: 112: 107: 103: 99: 93: 88: 85: 83: 81: 75: 73: 69: 65: 61: 57: 49: 44: 37: 35: 33: 29: 25: 21: 309: 300: 290: 281: 263: 248: 243: 206: 182: 104:= 5102-83-0 76: 71: 53: 19: 18: 326:Categories 235:References 56:diazotized 38:Production 60:benzidine 332:Pigments 223:See also 68:arylides 28:pigments 62:) with 295:March. 272:  22:s are 270:ISBN 185:inks 179:Uses 72:mono 253:doi 328:: 199:. 102:RN 100:, 255::

Index

organic compounds
pigments
cadmium sulfide

Pigment Yellow 12
diazotized
benzidine
acetoacetanilides
arylides
Pigment yellow 12
Pigment Yellow 13, RN = 5102-83-0
Pigment Yellow 13
RN
Pigment yellow 83, RN = 5567-15-7
Pigment yellow 83
Pigment Yellow 81, RN = 22094-93-5
Pigment Yellow 81
Pigment Yellow 17, RN = 4531-49-1
Pigment Yellow 14, RN = 5468-75-7
Pigment Yellow 16, RN = 5979-28-2
Pigment Yellow 16
inks
plastic colorants
color printing
textile printing
3,3'-dichlorobenzidine
Toxics Release Inventory
polychlorinated biphenyl
List of colours
doi

Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.