Bis-(P-Butyl-Phenyl)-1,4-Diketopyrrolo(3,4-C)Pyrrole

Bis-(P-Butyl-Phenyl)-1,4-Diketopyrrolo(3,4-C)Pyrrole


    • Product Name Bis-(P-Butyl-Phenyl)-1,4-Diketopyrrolo(3,4-C)Pyrrole
    • Alias DPP-PP
    • Einecs 401-060-2
    • Mininmum Order 1g
    • Factory Site West Ujimqin Banner, Xilingol League, Inner Mongolia, China
    • Price Inquiry sales9@bouling-chem.com
    • Manufacturer Bouling Chemical Co., Limited
    • CONTACT NOW
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    Specifications

    HS Code

    766132

    Chemical Formula C24H20N2O2
    Molar Mass 368.43 g/mol
    Appearance Red - violet solid
    Solubility In Organic Solvents Soluble in some organic solvents like chloroform, dichloromethane
    Melting Point Typically high (around 300 - 350 °C)
    Thermal Stability Good thermal stability
    Crystalline Structure May form well - defined crystalline structures
    Color In Solution Shows intense red - violet color in solution
    Light Absorption Properties Absorbs light in the visible region
    Electron Donating Withdrawing Nature The butyl - phenyl groups can influence its electron - donating/withdrawing ability

    As an accredited Bis-(P-Butyl-Phenyl)-1,4-Diketopyrrolo(3,4-C)Pyrrole factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing 100g of Bis-(P - Butyl - Phenyl)-1,4 - Diketopyrrolo(3,4 - C)Pyrrole in sealed chemical - grade packaging.
    Shipping Bis-(P - Butyl - Phenyl)-1,4 - Diketopyrrolo(3,4 - C)Pyrrole is shipped in sealed, corrosion - resistant containers. They are carefully packaged to prevent breakage and ensure safe transit, following strict chemical shipping regulations.
    Storage Bis-(P-Butyl-Phenyl)-1,4-Diketopyrrolo(3,4-C)Pyrrole should be stored in a cool, dry place, away from direct sunlight. Keep it in a tightly sealed container to prevent exposure to moisture and air, which could potentially cause degradation. Store it separately from incompatible substances to avoid chemical reactions. Ideal storage temperature is typically around 2 - 8 °C if possible.
    Application of Bis-(P-Butyl-Phenyl)-1,4-Diketopyrrolo(3,4-C)Pyrrole
    When formulating a high-chroma solid red or orange for an OEM automotive topcoat using solventborne acrylic-melamine chemistry, the selection of Bis-(P-Butyl-Phenyl)-1,4-Diketopyrrolo(3,4-C)Pyrrole dictates both initial colour saturation and long-term gloss retention under natural weathering. This diketopyrrolopyrrole (DPP) pigment, processed via a high-energy bead‑milling step through a horizontal continuous mill filled with 0.3–0.5 mm yttria-stabilised zirconia beads, must achieve a Hegman grind gauge reading of 7.5 or finer before let‑down into the binder system. Typical full-shade pigmentation levels range from 6% to 9% by weight on total binder solids, while co‑grinding with a sterically hindered amine light stabiliser package and a blocked-acid catalyst requires viscosity monitoring by Brookfield DV‑II+ at 25°C to prevent mill stalling. The cured film, applied at 35–45 µm dry-film thickness via robotic bell‑cup atomisers, is validated against SAE J2527 (xenon‑arc accelerated exposure) with ΔE*ab <1.5 after 3,000 kJ/m², and must comply with the global automotive substance-of-concern list (GADSL) and REACH Annex XVII restrictions on barium‑soluble impurities invariably introduced during pigment synthesis. The surface‑finish criteria further require 20° gloss retention above 85% after 5 years Florida natural exposure per ISO 2810. End‑use products include mono‑coat body panels for compact vehicles, clear‑coated metallic basecoats for luxury sedans, and two‑component polyurethane tinted repair pastes distributed in Europe under VOC Directive 2004/42/EC compliant packaging.What governs the filtration pressure rise in melt-spun polypropylene fine‑denier fibres coloured with this DPP pigment? The primary variable is the pigment aggregate strength distribution within the masterbatch carrier, which directly influences screen‑pack life on a Barmag spinning line. Masterbatch manufacture employs a co‑rotating twin‑screw extruder with an L/D 44:1 configuration and intensive kneading blocks, operating at a melt temperature of 210–230°C, with pigment loading reaching 35 wt% inside a low‑MFI polypropylene homopolymer. During fibre production, the masterbatch is let down at a ratio of 2.5–4.0%, translating to a final pigment concentration of 0.10–0.18% in a 0.8–2.2 dtex per filament yarn. The extruder‑equipped spin pack features a sequence of sintered‑metal filters from 40 µm down to 10 µm absolute; a pressure build‑up exceeding 200 bar before 72 hours of continuous operation signals excessive oversized particles that correlate with a Heubach dusting value above 500 ppm per EN 15051‑2. Compliance with Oeko‑Tex Standard 100, Annex 4 (Class I) mandates extractable antimony <30 mg/kg and primary aromatic amine content below 20 mg/kg, while lightfastness under glass‑filtered xenon arc per ISO 105‑B02 must reach minimum grade 7 at the stated depth. Finished fibres are converted into woven automotive headliner fabrics, needle‑punched floor carpeting for passenger vehicles, and high‑strength polyethylene outdoor shade nets where alternating wet‑dry cycles require delamination‑free pigment‑polymer adhesion.Extrusion-compounded polyester/primid-based powder coatings destined for architectural aluminium certification under Qualicoat Class 2 specifications require pigmentation that withstands a 10‑minute bake at 200°C without developing a brown shift—a problem observed when Cu‑phthalocyanine blues were co‑ground with inferior diketopyrrolopyrrole organics susceptible to thermal oxidation at the alkyd‑amine interface. In this application, the pigment is pre‑dispersed with the polyester resin and additives in a single‑screw extruder with a barrel temperature profile sloping from 80°C (feed) to 115°C (die), with screw speed 350–400 rpm and residence time not exceeding 30 seconds; post‑extrusion, the cooled chip is subjected to a pin‑disk mill and classified to a mean particle size (D50) of 35–45 µm. Pigment addition is held within 0.3–1.2% of the total powder weight, with upper limits dictated by orange‑peel texture appearance at film builds below 60 µm. On aluminium panels pretreated with a chrome‑free titanium‑zirconium conversion layer, the cured powder coat is evaluated per AAMA 2604‑22 for colour retention: a ΔE*ab <3.0 after 10 years South Florida 45° South is required for high‑end window frame profiles. Compliance extends to FDA 21 CFR 175.300 when the powder‑coated aluminium is used in dry‑food contact bakery racks, necessitating that no colourant component migrates to food simulants in excess of 0.5 µg/cm² in the finished cured film as tested by ISO 6488‑1. Typical output includes curtain‑wall mullions, balcony railings, and heat‑exchanger fins requiring a silk‑matte finish with gloss 30±5 GU.

    UV-LED Curable Inkjet Inks for Wide-Format Graphics and the Critical Dispersant Demand

    Formulating a magenta‑tilted orange for LED‑curing inkjet requires pigment primary particle size consistently below 100 nm and a pigment‑grade wetting agent with an amine value between 30–45 mg KOH/g to avoid flocculation during high‑speed printing. The DPP colourant is milled in 1,4‑butanediol diacrylate monomer using a fully yttria‑stabilised zirconia internal‑recirculation bead mill at 2,500–3,000 rpm tip speed until transmission electron microscopy confirms D90 <200 nm; the resulting concentrate (15–22 wt% pigment) is then blended with oligomers and photoinitiators to yield a final ink containing 3.5–5.0% pigment. Jet‑out performance on a Kyocera KJ4B recirculating printhead at 600×1,200 dpi is assessed by monitoring the latency test: nozzle loss must remain below 1 dropout per 1,000 nozzles after 30 minutes uncapped pause. The cured ink film must pass the Swiss Ordinance SR 817.023.21 Annex 6 migration limits for indirect food contact when the printed reel‑to‑reel film is laminated into flexible packaging; similarly, the Nestlé Guidance Note tested with Tenax simulant requires specific migration of the pigment decomposition products below 10 ppb. The application’s main commercial outputs include self‑adhesive vehicle wrap films, thermoformed vending‑machine fascia graphics, and heavy‑duty floor‑graphic laminates subject to abrasion resistance per ASTM D4060 using CS‑10 wheels.In the two-piece beverage can industry, where coil‑coated aluminium is decorated at speeds exceeding 1,800 sheets per hour and then cured through a pin‑chain oven peaking at 205°C, the inside‑spin‑neck area demonstrates colour drip and pigment decomposition unless the DPP pigment exhibits oxidative stability well beyond TGA onset data. Offset‑lithographic ink prepared for two‑piece can decoration is formulated with a pigment loading of 8–16 wt% in a thermally curable polyester‑amino resin vehicle; the ink requires a tack of 7–10 (at 1,200 rpm on an Inkometer) and must remain open on the inking rollers without skinning for 2 hours at 32°C. The decorated sheet passes through a varnish overprint station and then enters a multi‑zone gas‑fired oven where the metal surface temperature is ramped to 195–205°C for 6–8 minutes. Regulatory compliance hinges on FDA 21 CFR 175.300 (resinous and polymeric coatings) and EU Regulation 1935/2004, with specific attention to chlorobenzene‑free volatile decomposition and barium chromate‑free corrosion inhibitors. The can‑end and body stock, after necking and flanging, is filled with carbonated soft drinks or beer, requiring the pigmented layer to resist delamination during pasteurisation at 68°C for 20 minutes without creating micro‑fissures detectable by an Enamel Rater test at 6.3 V. Typical finished articles also include drawn‑and‑ironed food cans for preserved soups where head‑space retort conditions reach 121°C for 45 minutes.

    Engineering Compound Colour Matching: PC/ABS Blends for 5G Device Housings

    When matching a saturated reddish‑orange target for an injection‑moulded PC/ABS telecommunications enclosure, the colourist must account for the melt‑temperature‑dependent chroma shift, because the DPP pigment’s crystal modification can partially dissolve in the polycarbonate phase at temperatures above 280°C, causing a bathochromic shift that deviates from the L*a*b* standard. Pre‑compounded masterbatch in a polycarbonate carrier is introduced during injection moulding via a gravimetric feeder at a let‑down ratio yielding 0.2–0.6 wt% pigment in the final part; the moulding machine, typically an electric toggle‑type with clamping force of 1,200–1,800 kN, must maintain a barrel temperature profile peaking at 270±3°C and a hold pressure 800–1,000 bar to prevent jetting‑induced streak marks on the gate‑near surface. Colour confirmation uses a sphere‑based spectrophotometer under D65/10° with specular component excluded on a textured plaque per ISO 11664‑4, and the ΔE*cmc <0.6 between trial and standard. Compliance with the Restriction of Hazardous Substances Directive (RoHS) recast (2011/65/EU) requires lead, mercury, and hexavalent chromium each below 100 ppm; flame‑retardant systems containing brominated or chlorinated compounds demand that the pigment not catalyse dehydrohalogenation at the processing window, confirmed by thermogravimetric‑Fourier transform infrared evolved gas analysis showing no detectable hydrogen bromide emission below 300°C. Finished parts include WiFi‑6 base station radomes, smartphone mid‑frames with antenna‑line transparency, and E‑band vehicular radar covers that must pass mechanical impact at -40°C.If a tarpaulin manufacturer substitutes a conventional azo red with this DPP derivative in a PVC plastisol topcoat, how does the formulation account for the shift in migration fastness and blooming under tropical stack‑storage conditions? The DPP colourant is pre‑dispersed in a phthalate‑free plasticiser (di‑isononyl cyclohexane‑1,2‑dicarboxylate) on a triple‑roll mill with roll temperatures 30°C, 35°C, 40°C respectively, producing a chip‑dispersion containing 10–18% pigment. This is stirred into a plastisol containing suspension‑grade PVC (K‑value 72), epoxidised soybean oil co‑stabiliser, and Ca‑Zn liquid stabiliser, with final pigment concentration ranging from 0.08% to 0.5% depending on the desired shade depth. The coated polyester fabric passes through a gelling tunnel at 160–180°C with a dwell time of 90–120 seconds, followed by an embossing station. Migration fastness is determined according to EN ISO 105-Z06 against a white PVC reference under a load of 1 kg at 80°C for 24 hours; blooming is assessed by a cyclic humidity test (40°C/95% RH for 7 days) with subsequent x‑ray photoelectron spectroscopy to detect pigment‑derived organic species on the surface. The finished textile composite, meeting Oeko‑Tex Standard 100 Annex 6 for industrial applications, is fabricated into truck‑side curtains, inflatable boat collar fabric, and grain‑storage covers where long‑term crease‑fold resistance must not expose uncoloured substrate due to pigment‑layer cracking.

    Regulatory Crosswalk for Bis-(P-Butyl-Phenyl)-1,4-Diketopyrrolo(3,4-C)Pyrrole Across Primary Downstream Channels

    Application SegmentPrimary Chemical Compliance ReferenceKey Physical‑Migration Test StandardTypical Pigment Loading (wt%)
    Automotive OEM/Refinish CoatingREACH Annex XVII, GADSL 4.0ISO 2810 Florida / SAE J2527 ΔE*<1.5 after 3,000 kJ5–9 (on binder solids)
    PP Fibre Mass ColorationOeko‑Tex Std 100 Annex 4 Cl. IEN 15051‑2 dusting <500 ppm0.10–0.18 (final fibre)
    Powder Coating on AluminiumFDA 21 CFR 175.300, Qualicoat Class 2ISO 6488‑1 migration <0.5 µg/cm²0.3–1.2
    UV Inkjet Graphic InksSwiss Ordinance 817.023.21 Annex 6Nestlé Guidance Tenax <10 ppb3.5–5.0 (ink)
    Metal Decorating InkEU 1935/2004, FDA 21 CFR 175.300Enamel Rater <10 mA at 6.3V8–16 (ink)
    PC/ABS CompoundingRoHS 2011/65/EU, IEC 62368TG‑FTIR: no HCl evolution below 300°C0.2–0.6 (final part)
    PVC Plaster TarpaulinOeko‑Tex Std 100 Annex 6, REACH SVHCEN ISO 105‑Z06 migration to PVC0.08–0.5
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    Certification & Compliance
    More Introduction
    The diketopyrrolopyrrole pigment 3,6-bis(4-butylphenyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione, registered as C.I. Pigment Red 264, is manufactured as a fully organic, semi-opaque red with a highly chromatic yellowish-red masstone and a clean blue-red tint. Commercial production models—exemplified by Paliogen® Red L 3920 and Cromophtal® Red 264—deliver a thermal endurance envelope that permits safe processing in engineering thermoplastics up to 300 °C and outdoor weathering durability quantified by a Blue Wool Scale rating of 7–8 (ISO 105-B02). The pigment’s molar extinction coefficient near 40 000 L·mol⁻¹·cm⁻¹ yields colour strength roughly 30 % higher than that of C.I. Pigment Red 177 (anthraquinone), while its low photochromism and negligible migration satisfy the requirements of FDA 21 CFR 178.3297 for indirect food contact in certain polymer matrices.

    Particle Size Distribution Targets and Oil Absorption Limits

    The as-supplied pigment is controlled to a primary crystal size of 80–120 nm, confirmed by transmission electron microscopy, with a laser diffraction D₅₀ of 0.12–0.18 µm after mild ultrasonic deagglomeration on a wet dispersion unit according to ISO 13320:2020. Specific surface area determined by nitrogen adsorption (BET, DIN ISO 9277) falls between 60 m²/g and 75 m²/g. Oil absorption (linseed oil, ISO 787-5) is typically 45–55 g/100 g, a value indicative of moderate vehicle demand in liquid coating formulations. The accompanying table lists the full specification metrics reported on a routine certificate of analysis.
    PropertyTypical ValueTest Method
    Pigmentary formFine powderVisual
    Moisture content (Karl Fischer)0.5 %ISO 760
    Residue on 45 µm sieve0.1 %ISO 787-7
    pH of aqueous extract (10 % slurry)6.5–8.0ISO 787-9
    Conductivity of aqueous extract150 µS/cmISO 787-14
    Heavy metal content (Pb, Cd, Hg, Cr⁶⁺)10 ppm eachIEC 62321
    Decomposition onset (TGA, N₂)420 °CISO 11358-1

    What Differentiates the Butyl-Substituted Derivative from Standard DPP Red?

    Within the 1,4-diketopyrrolo[3,4-c]pyrrole family, the nature of the pendant aryl rings dictates the equilibrium crystal lattice energy and hence thermomechanical fastness. Replacement of the 4-chloro substituent of C.I. Pigment Red 254 with the longer 4-butyl chain in P.R. 264 raises the melting point by approximately 35 °C and suppresses recrystallisation-driven particle growth during melt processing above 270 °C. The comparative matrix below quantifies these divergences under standardised conditions.
    Performance parameterP.R. 264 (4-butylphenyl)P.R. 254 (4-chlorophenyl)P.R. 255 (4-phenylphenyl)Standard
    Heat stability in HDPE (5 min residence)300 °C280 °C290 °CEN 12877-2
    Lightfastness, mass-tone, alkyd-melamineBS 8BS 7–8BS 8ISO 105-B02
    Weatherfastness, 2000 h Xenon arc, WOMΔE* ≤ 1.0 (full shade)ΔE* ≤ 1.5ΔE* ≤ 1.2ISO 4892-2
    Chemical fastness (1M HCl, 24 h, 25 °C)ΔE* ≤ 0.3ΔE* ≤ 0.3ΔE* ≤ 0.5DIN EN 12701
    Migration tendency (PVC-P, 80 °C, 24 h)Grade 4 dEGrade 4 dEGrade 4 dEISO 18314-4
    Extinction coefficient (εmax) in PMMA film~38 500 L·mol⁻¹·cm⁻¹~42 000 L·mol⁻¹·cm⁻¹~37 000 L·mol⁻¹·cm⁻¹UV-Vis (internal)
    The butyl substitution also reduces the photochromic darkening effect observed in thin films with halogen-substituted DPPs—a property evaluated by the ΔE* after 10 min of dark recovery following 420 nm irradiation.

    When Process Temperatures Exceed 280°C in Engineering Thermoplastics

    Melt-compounding on a co-rotating twin-screw extruder (L/D 44:1, 25 mm diameter, screw speed 400–600 rpm) with a temperature profile rising to a melt temperature of 295–305 °C is routinely executed for 40 % pigment masterbatch letdown into polyamide 6 or polycarbonate. The pigment crystals remain phase-stable; however, excessive residence time beyond 90 s at ≥310 °C initiates a subtle crystal ripening that elevates the D₅₀ above 250 nm, causing a 15–20 % reduction in tinting strength despite no chemical degradation. Production experience from large-scale underwater pelletising lines indicates that maintaining a barrel zone dwell time of 30–45 s in the final metering section preserves full colour value. Pre-drying of hygroscopic resins to <0.02 % moisture is mandatory; residual moisture accelerates pigment particle agglomeration at the die. Injection moulding of polyamide 6.6 coloured with P.R. 264 at 0.2 % dosage in natural resin achieves colour formulation targets with a ΔE*0.8 after 1000 h of SAE J2527 accelerated exterior testing. Clamp force requirements do not deviate from the base polymer’s baseline, and no additional mould deposit formation exceeding 0.5 mg per cycle was observed over 5000 shots on a 200-ton hydraulic press. Automotive OEM waterborne basecoat/clearcoat systems adopt C.I. Pigment Red 264 when the specification demands a 5-year Florida (5° south, black box) colour integrity of ΔE* ≤ 1.5 on a styrene-acrylic dispersion binder. A 20 % pigment loading in the basecoat, applied at 12–15 µm dry film thickness and overcoated with a 2K polyurethane clear (40 µm DFT), consistently returns 60° gloss retention >90 % after 3000 h of ISO 11341 Xenon exposure. Compared with formulations based on P.R. 254, the butyl-DPP variant shows a darkening of only 0.4 ΔL* units versus 0.9 ΔL* under identical test conditions, a distinction attributed to lower photo-induced surface oxidation. Coil coating topcoats based on polyester/melamine (ratio 70:30 on solids) benefit from the pigment’s inherent overbake resistance. A full-shade coil coating (10 % pigment on binder) processed at a peak metal temperature of 240 °C for 40 s shows a colour shift below ΔE* 0.5 when the oven dwell time is deliberately extended to 55 s. This latitude permits continuous coil lines running at 120 m/min to accommodate line stoppages without generating shading waste.

    Compatibility Constraints with Amine-Cured Epoxy Systems

    The diketopyrrolo[3,4-c]pyrrole lactam ring is susceptible to nucleophilic ring-opening under alkaline conditions. In amine-cured epoxy powder coatings baked at 200 °C for 10 min, contact with primary aliphatic amine hardeners (e.g., Jeffamine® D-230) produces a measurable hue drift of ΔE* 2.5–3.0 toward an undesirable brown-red, accompanied by a 10–15 % loss in chroma. Cure systems based on phenol-blocked isocyanates or dicyandiamide do not exhibit this interference and are strongly recommended when P.R. 264 is specified. High-shear dispersion in UV-curable inkjet ink bases proceeds without pre-wetting difficulties when the pigment is introduced into a monomer blend containing 20 wt% ethoxylated trimethylolpropane triacrylate. Letdown on an Eiger Mini motor mill with 0.5 mm yttria-stabilised zirconia beads at 3000 rpm for 45 min yields a particle size drop to D₉₉ 0.6 µm and a Hegman grind gauge reading of 7+. In solventborne millbases using butyl acetate/methoxypropyl acetate solvent blends, a pigment-to-binder ratio of 1:2.5 is required to avoid dilatancy during bead mill recirculation; once dispersed, the rheology remains Newtonian up to 1000 s⁻¹ as measured on a cone-and-plate rheometer at 25 °C.