84632-65-5

Usage

Uses

Used in Coatings Industry:
Pigment Red 254 is used as a colorant in the preparation method of high-performance polyurethane waterborne waterproof coatings. Its exceptional properties, such as lightfastness and heat resistance, contribute to the development of durable and long-lasting coatings with enhanced waterproofing capabilities.

TEST ITEMS

SPECIFICATION

ACID RESISTANCE

5

ALKALI RESISTANCE

5

FASTNESS TO BLEEDING

5

OIL ABSORPTION

40-50%

DENSITY

1.60 g/cm 3

RESIDUE ON 80 MESH

5.0% max

VOLATITE 105 °C

1.0% max

InChI:InChI=1/C18H10Cl2N2O2/c19-11-5-1-9(2-6-11)15-13-14(18(24)21-15)16(22-17(13)23)10-3-7-12(20)8-4-10/h1-8H,(H,21,24)(H,22,23)

Upstream product

• 623-03-0 4-Cyanochlorobenzene 
• 924-88-9 diisopropyl succinate 
• 100-47-0 benzonitrile 
• 117482-76-5 4-n-octadecylthiobenzonitrile 
• 215816-90-3 C₁₃H₁₇N₃O 
• 135295-79-3 C₁₃H₁₇N₃O 
• 623-00-7 4-bromobenzenecarbonitrile 
• 123-25-1 succinic acid diethyl ester 

Downstream Products

• 937802-88-5 C₂₂H₁₇Cl₂N₂O₅S^(1-)*K⁽¹⁺⁾ 
• 937739-39-4 C₂₇H₁₆Cl₂N₂O₆ 
• 1134373-05-9 2-(4-bromobutyl)-3,6-bis(4-chlorophenyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione 
• 331678-10-5 2,5-dibenzyl-3,6-bis(4-chlorophenyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione 
• 1213235-37-0 3,6-bis(4-chlorophenyl)-2-butyl-2,5-dihydro-pyrrolo[3,4-c]pyrrole-1,4-dione 
• 96159-16-9 3,6-bis(4-chlorophenyl)-2,5-dibutyl-2,5-dihydro-pyrrolo[3,4-c]pyrrole-1,4-dione 
• 1236069-59-2 C₂₀H₁₄Cl₂N₂O₂ 

Relevant academic research and scientific papers

Direct Transition from Triplet Excitons to Hybrid Light-Matter States via Triplet-Triplet Annihilation

Strong light-matter coupling generates hybrid states that inherit properties of both light and matter, effectively allowing the modification of the molecular potential energy landscape. This phenomenon opens up a plethora of options for manipulating the properties of molecules, with a broad range of applications in photochemistry and photophysics. In this article, we use strong light-matter coupling to transform an endothermic triplet-triplet annihilation process into an exothermic one. The resulting gradual on-off photon upconversion experiment demonstrates a direct conversion between molecular states and hybrid light-matter states. Our study provides a direct evidence that energy can relax from nonresonant low energy molecular states directly into hybrid light-matter states and lays the groundwork for tunable photon upconversion systems that modify molecular properties in situ by optical cavities rather than with chemical modifications.

Sugar molecules coupled diketopyrrolo pyrrole compound and its preparation method

The invention relates to a novel sugar molecule coupled diketopyrrolopyrrole compound with a general formula shown as (I). Specifically, R1 is H, Br, Cl, F, CN, C1-8 straight chain or branched alkyl,substituted or unsubstituted aromatic alkyl, C1-8 straight chain or branched alkoxy, C1-8 mono-substituted or disubstituted amino; A is monoglycosyl, diglycosyl or triglycosyl; and B is H or monoglycosyl, diglycosyl or triglycosyl identical to A. The invention also relates to a preparation method of the compound.

Sugar molecules coupled diketopyrrolo pyrrole compound in the application in the preparation of yellow pigment, yellow pigment and a yellow pigment preparation method

The invention relates to application of a sugar molecule coupling diketopyrrolopyrrole compound shown as a general formula (I) to preparation of a yellow pigment, wherein R1 is H, Br, Cl, F, CN, C1-8straight chain or branch-chain alkyls, substituted or unsubstituted aromatic alkyls, C1-8 straight chain or branch-chain alkyls, and C1-8 single-substituted or double-substituted amino groups; A is mono-glycosyl, di-glycosyl or tri-glycosyl; B is H or the mono-glycosyl, di-glycosyl or tri-glycosyl identical to the A. The invention also relates to the yellow pigment and a preparation method of theyellow pigment. The formula I is shown in the description.

Application of sugar molecule coupled diketone pyrrolo-pyrrole compound in preparing red pigment for plastic, red pigment for plastic and preparation method

The invention relates to application of sugar molecule coupled diketone pyrrolo-pyrrole compound shown as a general formula (I) in preparing easy-to-disperse red pigment for plastic. R1 is H, Br, Cl,F, CN, C1-8 linear-chain or branched-chain alkyl, substituted or unsubstituted aromatic alkyl, C1-8 linear-chain or branched-chain alkoxy, C1-8 mono-substituted or bis-substituted amino, A is mono-glycosyl, bis-glycosyl or tri-glycosyl, and B is H or mono-glycosyl, bis-glycosyl or tri-glycosyl same as A. The invention further relates to the easy-to-disperse red pigment for plastic and a preparation method thereof.

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

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.

METHOD FOR PREPARING DIKETOPYRROLOPYRROLE PIGMENT

The present invention relates to a method for preparing a diketopyrrolopyrrole (DPP) pigment with improved dispersibility, viscosity, gloss, by obtaining a crude diketopyrrolopyrrole pigment, grinding the same using a ball milling and heating and drying the same. The diketopyrrolopyrrole pigment produced by the method of the present invention can be helpfully used as an ink, a paint, a plastic, a pigment for a liquid crystal display color filter red pixel because of having low viscosity, low aggregation, high gloss and a narrow particle size distribution. In addition, the method of the present invention can reduce preparing cost of the pigment and increase process efficiency due to less waste water and a simple preparing process.COPYRIGHT KIPO 2016

An efficient pathway to synthesize diketopyrrolopyrrole pigments in ionic liquids

The investigation results of an efficient pathway for the synthesis of high-performance 1, 4-diketo-3, 6-diphenyl pyrrolo [3, 4-c] pyrroles pigments using diethyl succinate in ionic liquids ([BMIM][BF4], and [HMIM][BF4]) has been reported. Synthesis of 3, 6-Bis (4-chlorophenyl)-2, 5-dihydropyrrolo [3, 4-c] pyrrole-1, 4-dione using [BMIM][BF4] is more efficient (81% at 30°C) than conventional methods (70% at 105-110°C). 3, 6-Bis (4-bromophenyl)-2, 5-dihydropyrrolo [3, 4-c] pyrrole-1, 4-dione was produced in this approach with 73% yield at 30°C in 8 h reaction time instead of the previously reported (65% yield in 24 h). The production yield of 1, 4-diketo-3, 6-diphenyl pyrrolo [3, 4-c] pyrroles was not highly affected by ionic liquids, and produced in maximum 43% yield. The crystalline phase, particle sizes and morphologies of the synthesized pigments have also been reported.

PIGMENT COMPOSITION FOR RED COLOR FILTER, METHOD FOR PRODUCING THE SAME, COLOR COMPOSITION USING THE SAME, AND COLOR FILTER

Disclosed is a fine diketopyrrolopyrrole pigment composition which enables achievement of a good contrast ratio. Generation of undesired matter during a heating step of a red color film containing the pigment composition is remarkably reduced when compared with the conventional ones. Also disclosed are a color composition using the diketopyrrolopyrrole pigment composition, a red color film and a color filter. Specifically disclosed is a diketopyrrolopyrrole pigment composition obtained by reacting 1 mole of a succinic acid diester with 2 moles in total of mixed nitriles having specific structural formulae. Also specifically disclosed are a color composition using the diketopyrrolopyrrole pigment composition, a red color film and a color filter.

Method For Directly Producing Fine-Particle Diketopyrrolopyrrol Pigments

The invention relates to a method for directly producing fine-particle 1,4-diketopyrrolo[3,4-c]pyrrols of formula (1), wherein R1a, R1b, R2a and R2b independently represent hydrogen, halogen, C1-C4 alkyl, C1-C4 alkoxy, cyano or phenyl, said compounds being characterized by a maximum frequency distribution between 20 and 120 nm. According to the method, nitriles are reacted with succinic acid esters or lactames or enamines in an alkali medium to form a pigment salt, and then protolysis of the pigment alkali salt is carried out. Said method is characterized in that an effective quantity of a pigment dispersant of formula (II) is added during the protolysis of the pigment alkali salt. In formula (II), Q is a radical of an organic pigment from the group of perinone, quinacridone, quinacridonquinone, anthanthrone, indanthrone, dioxazine, diketopyrrolopyrrol, indigo, thioindigo, thiazineindigo, isoindoline, isoindolinone, pyranthrone, isoviolanthrone, flavanthrone or anthrapyrimidine pigments.