Preparation and characterizations of solvent soluble dyes based on dimerized diketo-pyrrolo-pyrrole pigment

Hyun Young Lee; Jae Sung Yoo; Hye Seon Kwon; Jin Kyu Oh; Jae Hong Choi

doi:10.1080/15421406.2015.1075831

Preparation and characterizations of solvent soluble dyes based on dimerized diketo-pyrrolo-pyrrole pigment

Hyun Young Lee, Jae Sung Yoo, Hye Seon Kwon, Jin Kyu Oh, Jae Hong Choi

Department of Textile System Engineering

Kyungpook National University

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

Abstract

We have prepared three pigments and six soluble dyes with thermal stability derived from diketo-pyrrolo-pyrrole (DPP) pigment by N-alkylation and dimerization. Synthesized dyes and pigments were measured by an absorption maximum (λ_max) and thermal stability using a UV-VIS spectrophotometer and thermogravimetric analysis (TGA) respectively, comparing with C.I. Pigment Red 254. These dyes exhibited superior solubility to the organic solvents by introducing the linking group (n-octyl). DPP pigments have inferior thermal and solvent stability, which has so far inhibited their commercial adoption in color filter fabrication. The thermal stability of the N-alkylated dyes can be highly contributed by both the carbon number and their shapes of N-alkyl group in DPP ring.

Original language	English
Pages (from-to)	73-81
Number of pages	9
Journal	Molecular Crystals and Liquid Crystals
Volume	617
Issue number	1
DOIs	https://doi.org/10.1080/15421406.2015.1075831
State	Published - 13 Aug 2015

Keywords

absorption maxima
Diketo-pyrrolo-pyrrole (DPP)
dimerization
solubility
thermal stability

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title = "Preparation and characterizations of solvent soluble dyes based on dimerized diketo-pyrrolo-pyrrole pigment",

abstract = "We have prepared three pigments and six soluble dyes with thermal stability derived from diketo-pyrrolo-pyrrole (DPP) pigment by N-alkylation and dimerization. Synthesized dyes and pigments were measured by an absorption maximum (λmax) and thermal stability using a UV-VIS spectrophotometer and thermogravimetric analysis (TGA) respectively, comparing with C.I. Pigment Red 254. These dyes exhibited superior solubility to the organic solvents by introducing the linking group (n-octyl). DPP pigments have inferior thermal and solvent stability, which has so far inhibited their commercial adoption in color filter fabrication. The thermal stability of the N-alkylated dyes can be highly contributed by both the carbon number and their shapes of N-alkyl group in DPP ring.",

keywords = "absorption maxima, Diketo-pyrrolo-pyrrole (DPP), dimerization, solubility, thermal stability",

author = "Lee, {Hyun Young} and Yoo, {Jae Sung} and Kwon, {Hye Seon} and Oh, {Jin Kyu} and Choi, {Jae Hong}",

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T1 - Preparation and characterizations of solvent soluble dyes based on dimerized diketo-pyrrolo-pyrrole pigment

AU - Lee, Hyun Young

AU - Yoo, Jae Sung

AU - Kwon, Hye Seon

AU - Oh, Jin Kyu

AU - Choi, Jae Hong

PY - 2015/8/13

Y1 - 2015/8/13

N2 - We have prepared three pigments and six soluble dyes with thermal stability derived from diketo-pyrrolo-pyrrole (DPP) pigment by N-alkylation and dimerization. Synthesized dyes and pigments were measured by an absorption maximum (λmax) and thermal stability using a UV-VIS spectrophotometer and thermogravimetric analysis (TGA) respectively, comparing with C.I. Pigment Red 254. These dyes exhibited superior solubility to the organic solvents by introducing the linking group (n-octyl). DPP pigments have inferior thermal and solvent stability, which has so far inhibited their commercial adoption in color filter fabrication. The thermal stability of the N-alkylated dyes can be highly contributed by both the carbon number and their shapes of N-alkyl group in DPP ring.

AB - We have prepared three pigments and six soluble dyes with thermal stability derived from diketo-pyrrolo-pyrrole (DPP) pigment by N-alkylation and dimerization. Synthesized dyes and pigments were measured by an absorption maximum (λmax) and thermal stability using a UV-VIS spectrophotometer and thermogravimetric analysis (TGA) respectively, comparing with C.I. Pigment Red 254. These dyes exhibited superior solubility to the organic solvents by introducing the linking group (n-octyl). DPP pigments have inferior thermal and solvent stability, which has so far inhibited their commercial adoption in color filter fabrication. The thermal stability of the N-alkylated dyes can be highly contributed by both the carbon number and their shapes of N-alkyl group in DPP ring.

KW - absorption maxima

KW - Diketo-pyrrolo-pyrrole (DPP)

KW - dimerization

KW - solubility

KW - thermal stability

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JF - Molecular Crystals and Liquid Crystals

IS - 1

ER -

Preparation and characterizations of solvent soluble dyes based on dimerized diketo-pyrrolo-pyrrole pigment

Abstract

Keywords

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