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Manufacturing of Dyes and Pigments Azmir Latif, MSc in Textile Engineering
Manufacturing Process of Disperse dyes:
Each colour of disperse dyes requires different raw materials. Because the range of
colours is very large each colour has its own manufacturing process. The
difference in the processes is primarily in the reaction period.
The general steps involved in the production are:
(a) Diazotisation
(b) Coupler preparation
(c) Coupling
(d) Filteration
(e) Dispersion
(f) Drying
The detailed manufacturing process of celliton scarlet B is given below and the
economics is based on the production of the above said dye. Some of the important
disperse dyes, method of preparation are given at the end of the article. A typical
azo disperse dye, celli ton sca6rlet B is made by diazotising pnitroaniline
and coupling with 2-N-(ethyl-anilino) ethanol. Diazotization is the process of
reacting a primary aromatic amine with nitrous acid in the presence of excess
mineral acid to produce a diazo (-N=N-) compound. For the manufacture of this
dye, 152 kg of p-nitroaniline is added to a mixture of 1500 litres of water and 560
litres of hydrochloric acid (110Be). The contents are stirred and 1300 kg of ice
added. The diagotization is carried out by adding 330 litres of sodium nitrite (23%
solution). In the meantime 198 kg of 2-N-ethylanilino ethanol is added to 275 litres
of hydrochloric acid (110Be) and stirred for 90 minutes, when the dissolution is
complete. The solution is diluted with 3000 litres of water and 1000 kg of ice
added to bring down the temperature to woe.
The diazo solution is run into the above solution in 2 hours at 10150e. The contents
are stirred for 15 minutes and 2000 litres of water, 200 kg sodium bicarbonate and
200 kg ice are added in 3 hours. The stirring is continued overnight. The contents
are diluted and filtered. The actual dye is formed as relatively large particles during
the last stage of its manufacture and in this form it is unsuitable for dyeing.
Stabilisation of the
dyebath involves incorporation of large amounts of suitable dispersing agents,
followed by grinding. In one method the dye in the form of the filter cake is mixed
with a concentrated solution of the dispersing agent in water, partially dried or a
drum dryer and converted into a sticky mass. This mass is then fed to rollers
Manufacturing of Dyes and Pigments Azmir Latif, MSc in Textile Engineering
situated close to each other, but rotating at different speeds. The shearing action
exerted on the dye by the rotation of the roller reduces the particle size of the dye.
This is followed by further drying and grinding. In another method, the dye paste is
milled in the presence of a large excess of a dispersing agent and then drying in a
spray dryer, in which the paste is sprayed into a steam of hot air, when the water
present is rapidly
evaporated.
Cellulose sulphite waste liquor (lignin sulphonates), condensation products of
naphthalene-beta-sulphonate and formaldehyde, and product obtained by
condensing cresol with formaldehyde in the presence of sodium sulphite and
further condensing with beta-naphthol-6-sulphonic acid are some of the dispersing
agents
recommended. Azo and anthraquinonoid disperse dyes amount to about 85% of all
commercial disperse dyes. Azo disperse dyes are made by diazotising aromatic
amines and coupling with suitable components.
Dyes for synthetic fibres are provided in the form of dispersed powders (except the
cationic types). Dyeing is accomplished by the use of a water dispersion of the dye
together with wetting agent, at about 60-800C. The dyeing operation is generally
through the formation of solid solution involving the dye and the fiber. Except for
pure green anthraquinone dyes for synthetic fibres have quite a broad spectrum
extending from pink through orange, red, violet and blue. Some of the important
disperse dyes and their preparations are shown below:
Manufacturing of Dyes and Pigments Azmir Latif, MSc in Textile Engineering
Anthraquinone Dyes for Synthetic Fibres
Manufacturing of Dyes and Pigments Azmir Latif, MSc in Textile Engineering
Various intermediates used in the manufacture of disperse dyes are given below:
1. P-Amino acetanilide
2. 1-Amino-4-bromo-2-anthraquinone-sulphonic acid
3. P-Amino phenol
4. 4-Amino xanthopurpurin
5. Aniline
6. Anilino methane sulphonic acid
7. I-Benzamido-4-chloro-anthraquinone
8. 3-Bromo benzanthrone
9. I-Bromo-4-methyl amino anthraquinone
10. I-Chloro-2, 4-dinitrobenZene
11. 2-Chloro-4-nitroaniline
12. 4-Chloro-3-nitrobenzene sulfonyl chloride
13. 2, 2-(m-chlorophenylamino)-diethanol
14. Cresidune
Manufacturing of Dyes and Pigments Azmir Latif, MSc in Textile Engineering
15. o-Cresol
16. p-Cresol
17. 1,4-Diamino anthraquinone
18. 1,5-Diamino anthraquinone
19. 2, 6-Dichloro-4-nitroanioline
20. 1:5-Dihydroxy-4, 8-dinitro anthraquinone
21. N, N-Dimethyl aniline
22. 1, 5-Dinitro anthraquinone
23. 1, 8-Dinitro anthraquinone
24. Diphenylamine
25. Ethanolamine
26. 2-(N-Ethykamino) ethanol
27. I-Hydroxy anthraquinone
28. I-Hydroxy-4-nitro anthraqumone
29. Leuco-1, 4, 5, 8-tetrahydroxy anthraqumone
30. Methylamine
31. 1-Methoxy anthraquinone
32. 3-Methyl-1-phenyl-5-pyrazolone
33. 1-Naphthylamine
34. p-Nitroaniline
35. Phenol
36. p-Phenyl azoaniline
37. Quinizarin
38. p-Toluene sulfoanamide
39. 2, 2-(M-tolyamino) diethanol

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Manufacturing process of disperse dyes

  • 1. Manufacturing of Dyes and Pigments Azmir Latif, MSc in Textile Engineering Manufacturing Process of Disperse dyes: Each colour of disperse dyes requires different raw materials. Because the range of colours is very large each colour has its own manufacturing process. The difference in the processes is primarily in the reaction period. The general steps involved in the production are: (a) Diazotisation (b) Coupler preparation (c) Coupling (d) Filteration (e) Dispersion (f) Drying The detailed manufacturing process of celliton scarlet B is given below and the economics is based on the production of the above said dye. Some of the important disperse dyes, method of preparation are given at the end of the article. A typical azo disperse dye, celli ton sca6rlet B is made by diazotising pnitroaniline and coupling with 2-N-(ethyl-anilino) ethanol. Diazotization is the process of reacting a primary aromatic amine with nitrous acid in the presence of excess mineral acid to produce a diazo (-N=N-) compound. For the manufacture of this dye, 152 kg of p-nitroaniline is added to a mixture of 1500 litres of water and 560 litres of hydrochloric acid (110Be). The contents are stirred and 1300 kg of ice added. The diagotization is carried out by adding 330 litres of sodium nitrite (23% solution). In the meantime 198 kg of 2-N-ethylanilino ethanol is added to 275 litres of hydrochloric acid (110Be) and stirred for 90 minutes, when the dissolution is complete. The solution is diluted with 3000 litres of water and 1000 kg of ice added to bring down the temperature to woe. The diazo solution is run into the above solution in 2 hours at 10150e. The contents are stirred for 15 minutes and 2000 litres of water, 200 kg sodium bicarbonate and 200 kg ice are added in 3 hours. The stirring is continued overnight. The contents are diluted and filtered. The actual dye is formed as relatively large particles during the last stage of its manufacture and in this form it is unsuitable for dyeing. Stabilisation of the dyebath involves incorporation of large amounts of suitable dispersing agents, followed by grinding. In one method the dye in the form of the filter cake is mixed with a concentrated solution of the dispersing agent in water, partially dried or a drum dryer and converted into a sticky mass. This mass is then fed to rollers
  • 2. Manufacturing of Dyes and Pigments Azmir Latif, MSc in Textile Engineering situated close to each other, but rotating at different speeds. The shearing action exerted on the dye by the rotation of the roller reduces the particle size of the dye. This is followed by further drying and grinding. In another method, the dye paste is milled in the presence of a large excess of a dispersing agent and then drying in a spray dryer, in which the paste is sprayed into a steam of hot air, when the water present is rapidly evaporated. Cellulose sulphite waste liquor (lignin sulphonates), condensation products of naphthalene-beta-sulphonate and formaldehyde, and product obtained by condensing cresol with formaldehyde in the presence of sodium sulphite and further condensing with beta-naphthol-6-sulphonic acid are some of the dispersing agents recommended. Azo and anthraquinonoid disperse dyes amount to about 85% of all commercial disperse dyes. Azo disperse dyes are made by diazotising aromatic amines and coupling with suitable components. Dyes for synthetic fibres are provided in the form of dispersed powders (except the cationic types). Dyeing is accomplished by the use of a water dispersion of the dye together with wetting agent, at about 60-800C. The dyeing operation is generally through the formation of solid solution involving the dye and the fiber. Except for pure green anthraquinone dyes for synthetic fibres have quite a broad spectrum extending from pink through orange, red, violet and blue. Some of the important disperse dyes and their preparations are shown below:
  • 3. Manufacturing of Dyes and Pigments Azmir Latif, MSc in Textile Engineering Anthraquinone Dyes for Synthetic Fibres
  • 4. Manufacturing of Dyes and Pigments Azmir Latif, MSc in Textile Engineering Various intermediates used in the manufacture of disperse dyes are given below: 1. P-Amino acetanilide 2. 1-Amino-4-bromo-2-anthraquinone-sulphonic acid 3. P-Amino phenol 4. 4-Amino xanthopurpurin 5. Aniline 6. Anilino methane sulphonic acid 7. I-Benzamido-4-chloro-anthraquinone 8. 3-Bromo benzanthrone 9. I-Bromo-4-methyl amino anthraquinone 10. I-Chloro-2, 4-dinitrobenZene 11. 2-Chloro-4-nitroaniline 12. 4-Chloro-3-nitrobenzene sulfonyl chloride 13. 2, 2-(m-chlorophenylamino)-diethanol 14. Cresidune
  • 5. Manufacturing of Dyes and Pigments Azmir Latif, MSc in Textile Engineering 15. o-Cresol 16. p-Cresol 17. 1,4-Diamino anthraquinone 18. 1,5-Diamino anthraquinone 19. 2, 6-Dichloro-4-nitroanioline 20. 1:5-Dihydroxy-4, 8-dinitro anthraquinone 21. N, N-Dimethyl aniline 22. 1, 5-Dinitro anthraquinone 23. 1, 8-Dinitro anthraquinone 24. Diphenylamine 25. Ethanolamine 26. 2-(N-Ethykamino) ethanol 27. I-Hydroxy anthraquinone 28. I-Hydroxy-4-nitro anthraqumone 29. Leuco-1, 4, 5, 8-tetrahydroxy anthraqumone 30. Methylamine 31. 1-Methoxy anthraquinone 32. 3-Methyl-1-phenyl-5-pyrazolone 33. 1-Naphthylamine 34. p-Nitroaniline 35. Phenol 36. p-Phenyl azoaniline 37. Quinizarin 38. p-Toluene sulfoanamide 39. 2, 2-(M-tolyamino) diethanol