12217-29-7 Purity
96%
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Specification
A new strategy was developed to obtain novel azo disperse dyes with appropriate molecular weight and size. This strategy utilizes the hydroxyl groups in disperse dyes such as C.I. Disperse Red 1 (1a), C.I. Disperse Red 13 (1b), and C.I. Disperse Blue 106 (1c) to react with terephthaloyl chloride or p-phenylene diisocyanate to synthesize a series of novel diester/diurethane tethered azo disperse dyes. The molecular size of the obtained dyes was moderately increased, resulting in a significant improvement in the wash fastness and sublimation fastness of dyeing on polyurethane fibers.
Synthesis of diurethane/diester tethered azo disperse dyes
· In Scheme 1, diurethane dyes 2a-c are synthesized by adding triethylamine to a solution of the initial dye (1a-1c) in dichloromethane, followed by the addition of p-phenylene diisocyanate. The reaction is allowed to proceed at room temperature, resulting in the formation of the desired product in high yields. The yields of dyes 2a, 2b and 2c were 87.5%, 84.7% and 82.6%, respectively.
· Similarly, in Scheme 2, diester tethered dyes 3a-c are synthesized by adding triethylamine followed by terephthaloyl chloride to the initial dye (1a-1c) solution in dichloromethane, and then proceeding with the reaction at a cooled temperature. After purification through recrystallization, the yields of dyes 3a, 3b and 3c were 85.2%, 82.5% and 80.6% respectively.
Disperse blue 106 and 124 are derived from p-phenylenediamine (PPD). This work reports an allergic contact dermatitis caused by the clothing dye disperse blue 106. Patch testing showed that the patient was allergic to the disperse blue 106 dye and the lining of her skirt. However, she tested negative for the dye p-phenylenediamine in a standard patch test series.
Patch testing and results
· The patient underwent patch testing with standard and textile dye allergens, including disperse blue 106 (DB 106). A strong positive reaction to DB 106 and a weak positive reaction to her dress lining were noted. A flare of dermatitis in the periaxillary area was also observed. A generalized eczematous eruption centred on the DB 106 site was seen at the second reading.
· It is suggested to include disperse blue in clothing dye series due to its sensitizing properties and cross-reactivity with other dyes. Patch testing for textile dye allergy is challenging due to the large number of potential allergens. The results highlight the importance of considering DB 106 in patch testing for textile dye allergies.
The molecular formula of Disperse Blue 106 is C14H17N5O3S.
The molecular weight of Disperse Blue 106 is 335.38 g/mol.
The primary physiologic effect of Disperse Blue 106 is Increased Histamine Release and Cell-mediated Immunity.
The IUPAC name of Disperse Blue 106 is 2-[N-ethyl-3-methyl-4-[(5-nitro-1,3-thiazol-2-yl)diazenyl]anilino]ethanol.
Some synonyms for Disperse Blue 106 include 2-(Ethyl(3-methyl-4-((5-nitrothiazol-2-yl)diazenyl)phenyl)amino)ethanol and C.I. Disperse Blue 106.
The InChIKey for Disperse Blue 106 is UIHYHADQHHUIOF-UHFFFAOYSA-N.
The Canonical SMILES representation of Disperse Blue 106 is CCN(CCO)C1=CC(=C(C=C1)N=NC2=NC=C(S2)[N+](=O)[O-])C.
The topological polar surface area of Disperse Blue 106 is 135 Ų.
Disperse Blue 106 has 8 hydrogen bond acceptor counts.
The complexity value of Disperse Blue 106 is 420.