Циклогексанон

    • Название продукта: Циклогексанон
    • Сайт Factroy: Округ Юду, Ганьчжоу, Цзянси, Китай
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    • Производитель: Ascent Petrochem Holdings Co., Limited
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    Спецификации
    Код ТН ВЭД
    НазваниеПродукта Циклогексанон
    Название Iupac Циклогексанон
    Номер кассы 108-94-1
    Номер Ecn 203-631-1
    Молекулярная формула C6H10O
    Молекулярный вес 98,15 г/моль
    внешность Бесцветная до бледно-желтой жидкости
    запах Запах мяты или ацетона
    плотность 0,9478 г /см3 при 20 ° C
    Точка плавления -31 °С
    Бойлингпойнт 155,6 ° C
    Flashpoint 44 °C закрытая чашка
    Температура самовоспламенения 420 ° С
    Рефракционный индекс 1,4507 при 20 ° C
    Давление пара 5 mmHg при 20 °C
    растворимость умеренно растворимый в воде; смешивается с большинством органических растворителей
    ЛогП 0,81
    вязкость 2,02 мПа·с при 20 °C
    Взрывные границы 1,1–9,4% в/в воздухе
    Odorthreshold Парог запаха 0,24 ppm

    Как аккредитованный завод по производству Циклогексанона, мы соблюдаем строгие протоколы качества — каждая партия проходит тщательное тестирование для обеспечения постоянных стандартов эффективности и безопасности.

    Упаковка и хранение
    Упаковка Циклогексанон поставляется в 200 литровых стальных барабанах с эпоксидной облицовкой, запечатанных и маркированных предупреждениями об опасности GHS для промышленной обработки.
    Погрузка контейнера (20-футовый контейнер) Циклогексанон (UN1915, класс 3, PG III), загруженный в контейнер 20' FCL с соответствующей упаковкой, закрепкой и документацией опасных грузов.
    Доставка Циклогексанон (UN1915) перевозится в качестве воспламеняемой жидкости класса 3, упаковочной группы III в соответствии с правилами DOT/IMDG/IATA. Отправка в утвержденной упаковке ООН с легковоспламеняющимися жидкостями этикетками и соответствующей бумагой. Держите подальше от источников зажигания, окислителей и тепла; обеспечить вентиляцию и информацию о чрезвычайных ситуациях. Используйте обученных носителей.
    Хранение Храните циклогексанон в прохладном, сухом, хорошо вентилируемом, огнестойком месте подальше от тепла, искр, открытого пламени и прямого солнечного света. Держите контейнеры плотно закрытыми, вертикальными и четко помеченными. Отделить от сильных окисляющих агентов, кислот, оснований и аминов. Используйте заземленные, совместимые контейнеры и взрывоопасное оборудование. Обеспечить сдерживание разлива и адекватную вентиляцию. Избегайте накопления пара и соблюдайте местные правила хранения воспламе
    Срок годности стабильный при рекомендованном хранении; около двух лет, если держать плотно закрытым в прохладном, сухом, хорошо вентилируемом районе вдали от источников зажигания.
    Применение циклогексанона

    In industrial wood finishing, cyclohexanone functions as an active oxygenated solvent for medium-viscosity nitrocellulose grades from 0.5 s to 20 s lacquer base, where it depresses solution viscosity more effectively than butyl acetate at equal weight loadings. In flat-line spray booths with air-assisted electrostatic equipment, the solvent fraction of a nitrocellulose sealer is typically blended at 15–30 wt% cyclohexanone relative to the total volatile organic fraction, with the balance comprising methyl ethyl ketone, isopropyl acetate, and toluene-free aromatic hydrocarbon fractions with distillation ranges of 155–185°C and 180–210°C. Formulation records from high-pressure turbine spraying indicate that raising cyclohexanone above 25 wt% prolongs open time beyond the 120–180 s flash-off window and increases sagging on vertical MDF edge profiles unless resin solids are reduced below 22 wt%. Compliance for the applied film is determined by ASTM D2369-20 for volatile organic compound content, while application viscosity is controlled with a DIN 4 mm flow cup to 18–23 s at 20°C. High-shear dispersion is carried out in a closed jacketed dissolver at 800–1,200 rpm until the nitrocellulose wetted with 35 wt% isopropanol is fully dissolved; the letdown stage then introduces diluents and leveling agents under low-speed agitation to avoid air entrapment. Terminal products include interior furniture lacquers, millwork sealers, and wooden case good topcoats where dry film builds are maintained at 30–50 µm.

    On high-humidity production days above 60% RH, evaporative cooling from cyclohexanone-bearing solvent blends can lower the wet film surface below the dew point and create blushing in nitrocellulose sealers; the countermeasure is to reduce cyclohexanone to the lower end of the range and add 2–5 wt% butyl glycol ether as a retarder, not to increase ketone content. Mixing vessels therefore require jacket temperature control at 25–30°C and headspace nitrogen blanketing when ambient relative humidity exceeds 70% RH, because water uptake above 0.3 wt% in the solvent blend produces resin precipitation during overnight storage.

    What Limits Solvent Balance in Vinyl Resin Gravure Inks for Rigid PVC Decorative Film?

    Control of retained solvent in vinyl chloride-vinyl acetate copolymer resin gravure inks used on rigid PVC decorative film depends on the ratio of cyclohexanone to fast evaporating methyl ethyl ketone in the letdown solvent blend. Cyclohexanone is introduced at 20–35 wt% of total volatiles as a resin solvent that prevents vinyl resin precipitation during cylinder doctoring, but its lower volatility relative to methyl ethyl ketone forces a final oven zone of 70–85°C with air velocity at 8–12 m/s to reduce retained solvent to below 150 mg/m² for industrial decorative laminates. Colorimetric conformity of process colors is assessed against ISO 2846-3:2004, and total residual volatile content is determined by headspace gas chromatography according to ISO 11890-2:2020. Production-scale bead milling uses a horizontal chamber mill with 0.8–1.2 mm zirconium oxide beads at 1,200–1,500 rpm; the base dispersion is then let down to a viscosity of 18–25 s on a Zahn cup #2 before gravure cylinders with 60–80 lines/cm transfer the ink to PVC edge banding and furniture foil.

    Representative letdown solvent composition for vinyl resin gravure ink at 25°C
    SolventBoiling point (°C)Weight fraction (wt%)Function in ink
    Cyclohexanone155.620–35Active resin solvent, cylinder open time
    Methyl ethyl ketone79.625–40Fast diluent, initial drying
    n-Propyl acetate101.615–25Medium diluent, viscosity reduction
    Butyl acetate126.010–20Retarder, surface flow

    On production-scale gravure presses, solvent imbalance manifests as microfoaming in the doctor blade zone and as cylinder dot skipping when cyclohexanone exceeds 35 wt% and resin solids are below 18 wt%. Ink batches adjusted with cyclohexanone-rich letdown require viscosity re-checking at 25°C after 30 min circulation because the solvent redistributes between vinyl resin micelles and free liquid phase; field data from 1.4 m wide PVC film printing lines show viscosity drift of 2–4 s on a Zahn cup #2 when the solvent blend is corrected without allowing circulation equilibrium.

    Solvent welding of rigid PVC and CPVC pipe in non-potable chemical drainage and industrial conduit assembly uses cyclohexanone as a secondary solvating component at 10–25 wt% of total cement formulation, behind methyl ethyl ketone and tetrahydrofuran. The cyclohexanone content extends open assembly time to 45–90 s on 25 mm diameter joints without reducing the green strength required for immediate handling. Viscosity is set between 500 and 2,500 mPa·s on a Brookfield RVT viscometer with a #5 spindle at 20 rpm, and the cement is blended in sealed stainless steel vessels under nitrogen blanket to keep moisture below 0.2 wt%. Formulation compliance is referenced to ASTM D2564-20, which governs solvent cements for PVC plastic pipe and fittings; short-time hydrostatic burst testing of joined assemblies follows ASTM D1599-18. Application on production lines uses brush or roller coating of both pipe end and fitting socket, followed by immediate insertion and a 90° quarter turn; cure is completed in 24 h at 23°C before pressure testing. Terminal products are solvent cements for PVC chemical waste drainage, CPVC industrial ducting, and non-potable process piping joints where solvent-based bonding is specified over mechanical couplings.

    Galvanized Steel Maintenance Coating Formulations with Cyclohexanone-Modified Epoxy Resin

    Maintenance coating formulators use cyclohexanone as a tail solvent in solvent-borne two-component epoxy primers for blast-cleaned galvanized steel, where the carbonyl group acts as a hydrogen-bond acceptor for epoxy resin hydroxyl sites and reduces mixed-coating viscosity more efficiently than equal loadings of xylene. In plural-component airless spray equipment with a mix ratio of 4:1 by volume, addition of cyclohexanone at 5–15 wt% of total coating formulation lowers mixed viscosity to 400–600 mPa·s at 25°C and extends pot life by approximately 25–35 min relative to thinners based only on aromatic hydrocarbons. Film application is carried out at 150–250 µm wet film thickness, producing 80–150 µm dry film thickness, and specification compliance follows ISO 12944-5:2019 for protective paint systems on steel structures in corrosivity categories C3 to C4. The binder system is a bisphenol A diglycidyl ether resin cured with a polyamide or amine adduct at a stoichiometric ratio of 90–100% of calculated epoxy equivalent weight; addition of cyclohexanone above 15 wt% retards through-cure and can increase solvent entrapment in films applied below 10°C. Salt-spray resistance of the cured system is evaluated by ISO 9227:2022, and pull-off adhesion is tested by ISO 4624:2016. Terminal product types include structural steel primers, galvanized tank exterior intermediate coats, and secondary containment linings for non-immersion service.

    On plural-component spray lines, batch-to-batch variance arises when cyclohexanone-rich thinner is added after the epoxy base and curing agent have begun to react; the solvent partitions preferentially into the uncured resin phase and temporarily drops spray viscosity, but the later viscosity rebound can exceed 100 mPa·s within 15 min if the thinner is not fully incorporated before the mixing block. In blast-cleaned galvanized steel, wetting of zinc substrates is improved only when the cyclohexanone content is kept at or below 10 wt%; above this threshold the slower solvent release increases the risk of pinholes over zinc oxide layers at 20–30 µm profile depth.

    When Cyclohexanone Enters Caprolactam Synthesis as a Precursor Rather Than a Solvent

    Caprolactam synthesis requires a cyclohexanone stream whose acidity, water content, and aldehyde content are controlled because trace impurities participate in aldol condensation and form tars that shorten catalyst operation cycles. The cyclohexanone is converted to cyclohexanone oxime by reaction with hydroxylammonium sulfate in a molar feed ratio of approximately 1.0 mol cyclohexanone to 1.05 mol hydroxylamine, and the theoretical mass conversion is 1.153 kg cyclohexanone oxime per 1.000 kg cyclohexanone; overall mass yield from cyclohexanone to purified caprolactam is typically reported at 90–95% of theoretical after oximation, rearrangement, and extraction. The subsequent Beckmann rearrangement uses oleum or a solid-acid catalyst and yields crude caprolactam, which is neutralized, extracted, and distilled to polymerization grade. Compliance for the upstream intermediate is managed under REACH (EC) No 1907/2006, and the caprolactam product is characterized for permanganate absorption number, volatile base content, and absorbance at 290 nm according to GB/T 13254-2017 or equivalent producer specifications. Process control on the oxidation line typically targets a cyclohexanone content in the KA oil of 35–55 wt% before separation by distillation, and the distillation column is operated under vacuum to keep reboiler temperatures below 100°C, reducing cyclohexanone dimerization. Terminal product types are polyamide 6 chips, tire cord filaments, engineering-grade PA6 resins, and industrial monofilaments.

    Cyclohexanone Retention Profiles Shift with Release-Paper Embossing Depth in Synthetic Leather Lines

    Release-paper transfer coating for polyurethane synthetic leather uses cyclohexanone in the solvent-borne surface finish layer at 5–15 wt% of the wet coating formulation, where it extends leveling time and reduces cratering on embossed release paper under reverse-roll application. The coating is applied at 60–120 g/m² wet add-on on a line running at 8–15 m/min, with a three-zone drying tunnel at 80–100°C, 100–120°C, and 130–140°C to bring retained cyclohexanone in the finished synthetic leather below 50 mg/kg before winding. Compliance with restricted substance requirements in footwear and upholstery supply chains is checked against ZDHC MRSL v3.1 and the applicable clauses of REACH (EC) No 1907/2006 Annex XVII; emission testing of the line exhaust may reference ISO 16000-6:2021 for indoor air VOC sampling. The polyurethane resin is a one-component aromatic isocyanate-cured system diluted with a blend of cyclohexanone, methyl ethyl ketone, and dimethylformamide; cyclohexanone is maintained below 15 wt% to avoid excessive adhesion to embossed release paper and to limit re-softening of the polyurethane film after lamination to a knitted backing. Terminal product types include shoe upper synthetic leather, luggage shell stock, and upholstery surface skins for non-automotive furniture.

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    Сертификация и соответствие требованиям
    Более подробное введение

    Cyclohexanone, CAS 108-94-1, is a six-membered cyclic ketone with formula C6H10O and molar mass 98.15 g/mol. It is produced either by cobalt-catalyzed air oxidation of cyclohexane to a cyclohexanol–cyclohexanone mixture, followed by dehydrogenation of the alcohol fraction, or by selective hydrogenation of phenol. The product is supplied under grades that vary by supplier; common commercial designations include cyclohexanone technical, cyclohexanone polyurethane grade, and cyclohexanone caprolactam grade. Its normal boiling point of 155.6 °C at 101.3 kPa and closed-cup flash point of 44 °C place it in the combustible-liquid range, distinguishing it from lower ketones such as acetone and methyl ethyl ketone.

    In cyclohexane oxidation plants, air is contacted with liquid cyclohexane at 150–170 °C and 0.8–1.2 MPa in the presence of cobalt naphthenate or boric acid; per-pass conversion is deliberately limited to 4–8% to control ring-opening byproducts. The resulting KA oil is distilled, and cyclohexanol is converted to cyclohexanone over copper-zinc or copper-magnesium catalysts at 220–280 °C. Phenol hydrogenation, by contrast, operates at lower severity, commonly 130–160 °C and 0.2–1.0 MPa over palladium or nickel catalysts. The two routes yield different impurity profiles, with phenol-route product often carrying trace cyclohexene intermediates and cyclohexane-route product retaining residual alcohols, esters, and carboxylic acids that must be removed for caprolactam-grade use.

    How Do Commercial Specifications Constrain Downstream Processing?

    Specification limits are not identical across registrants or producers; the values in the following table are representative of common commercial certificates of analysis, not a universal product standard. No uniform industry-wide model code is assigned to cyclohexanone; the product is specified by assay, water, acidity, color, distillation range, and density rather than by a single model number.

    ParameterTest methodTechnical solvent gradePolyurethane/high-purity grade
    Assay, cyclohexanoneGC-FID supplier method99.5 area%99.8 area%
    WaterISO 760 /ASTM E2030.05 wt%0.03 wt%
    Acidity as acetic acidASTM D16130.01 wt%0.005 wt%
    Color, Pt-Co scaleASTM D1209105
    Distillation range, 101.3 kPaASTM D1078152.0–157.0 °C153.0–156.5 °C
    Density at 20 °CASTM D40520.946–0.948 g/cm³0.9465–0.9475 g/cm³
    Non-volatile residuegravimetric0.002 wt%0.001 wt%

    For polyurethane-grade material, water is the most process-critical parameter. In two-component high-solids topcoats, residual water above 0.03 wt% reacts with isocyanate crosslinkers, releasing carbon dioxide and producing microfoam in films applied at 80–120 µm wet-film thickness. Acidity specifications serve to prevent interference with amine catalysts in epoxy and polyurethane cure; values above 0.01 wt% as acetic acid can retard cure response. Color controlled to ≤ 10 Pt-Co protects clear coating appearance and downstream color stability in resin synthesis.

    In PVC lacquer and plastisol/organosol mixing, cyclohexanone functions as a high-activity ketone solvent for suspension and dispersion resin grades. In a 5,000 L glass-lined or stainless steel dissolver equipped with a high-torque saw-tooth impeller, addition of 15–20 wt% cyclohexanone on resin solids reduces paste viscosity more rapidly than methyl isobutyl ketone at equal mass fraction, but its higher boiling point narrows the drying window for thick cast films. Residual solvent is retained more strongly than methyl ethyl ketone in vinyl matrices; forced-air oven profiles must exceed the solvent normal boiling point to avoid blocking and odor. Quantitative viscosity-reduction curves are resin-specific and molecular-weight-dependent; published data for this specific configuration is limited.

    Drying-Oven Residence Times and Evaporation Rate in Coating Lines

    Cyclohexanone has a relative evaporation rate of 0.29–0.32 based on n-butyl acetate under ASTM D3539 thin-film conditions. This slower evaporation, combined with the 155.6 °C normal boiling point, means that continuous coating lines using cyclohexanone require longer final-zone residence or higher exhaust volume than lines formulated with acetone or methyl ethyl ketone. For a three-zone forced-air oven with zone temperatures of 60 °C, 90 °C, and 120 °C, the third zone typically governs residual solvent level in 200 g/m² wet films. Oven safety is controlled by maintaining solvent concentration below 25% of lower flammable limit; the lower and upper flammable limits of cyclohexanone are 1.1 vol% and 9.4 vol%, respectively. Closed-cup flash point is 44 °C, which requires heating systems above this temperature to be designed for combustible liquids under NFPA 86 and local fire codes.

    PropertyCyclohexanoneAcetoneMethyl ethyl ketoneMethyl isobutyl ketone
    Normal boiling point, °C155.656.279.6116.2
    Closed-cup flash point, °C44-18-914
    Relative evaporation rate, n-BuAc = 10.29–0.325.63.91.6
    Water solubility, g/100 mL at 20 °C8.7miscible27.51.9
    Polar Hansen parameter, MPa0.56.310.49.06.1
    Hydrogen-bonding Hansen parameter, MPa0.55.17.05.14.1

    Data are compiled from supplier safety data sheets and standard reference tables; inter-laboratory variation in flash point and evaporation rate may occur.

    When Cyclohexanone Replaces MIBK in High-Solids Polyurethane Topcoats

    Replacement of methyl isobutyl ketone with cyclohexanone in two-component acrylic-polyurethane topcoats alters solvent balance and dry-through time. Cyclohexanone has a lower evaporation rate and a higher polar Hansen parameter than methyl isobutyl ketone, improving solubility for hydroxyl-functional acrylic resins but increasing the time required to reach tack-free state at a given film thickness. In formulations adjusted to equal viscosity at 25 °C, a reduction in coating thickness or an increase in final oven zone temperature is usually required to avoid retained solvent in films of 50 µm cured thickness. The substitution is only permissible when the cyclohexanone water content is below 0.03 wt%; otherwise the isocyanate-water side reaction generates carbon dioxide and surface microbubbles. Residual solvent in cured films can be quantified by headspace gas chromatography, but published cure-oven data for this specific formulation class is limited because coating suppliers treat final oven profiles as proprietary.

    Caprolactam synthesis converts cyclohexanone to the oxime with hydroxylamine sulfate at 50–80 °C and pH 4–6, followed by Beckmann rearrangement in oleum. Impurities such as cyclohexanol, acidic byproducts, and high-boiling condensation products reduce oxime yield and contribute to color in the final monomer. High-purity cyclohexanone with assay ≥ 99.8 area% and water ≤ 0.03 wt% is specified for integrated nylon 6 caprolactam plants. For adipic acid production, cyclohexanone is oxidized by nitric acid; organic impurities can form dibasic acid byproducts that must be removed in crystallization and purge streams.

    Peroxide Formation and Storage Stability Under Air Exposure

    During prolonged contact with air, particularly at elevated temperature or under light exposure, cyclohexanone can form low levels of peroxides. Peroxide accumulation is slower than in ethers, but distillation of aged product without a peroxide test can create a thermal hazard. Storage in sealed stainless steel or carbon steel vessels under nitrogen blanketing minimizes water uptake and oxidative byproduct formation; copper and copper alloys are avoided because trace dissolved copper catalyzes color development and condensation reactions. Vent systems should include a -10 °C water-cooled condenser to reduce solvent loss while excluding moisture. In open handling at relative humidity above 60%, moisture pickup can exceed polyurethane-grade water limits within hours, depending on exposed surface area and agitation. Strong acids and strong oxidizing agents are incompatible; acid-catalyzed self-condensation produces high-boiling cyclohexenyl derivatives and increases residue.

    Polyurethane shoe adhesives and PVC screen-printing inks use cyclohexanone for resin solvency and controlled evaporation. In an 80 thread/cm polyester screen mesh, cyclohexanone-based inks remain open longer than methyl ethyl ketone-based inks, but the slower evaporation can increase blocking in stacked prints unless a high-boiling retarder is limited to 5–10 wt%. Compared with isophorone, cyclohexanone has a lower normal boiling point (155.6 °C vs 215 °C) and lower closed-cup flash point (44 °C vs 84 °C), which requires increased tunnel exhaust but permits faster solvent release from vinyl ink films. Under EU REACH, cyclohexanone is registered as a full substance; under United States occupational exposure regulations, the ACGIH TLV-TWA is 20 ppm with skin notation and the OSHA PEL is 50 ppm (200 mg/m³). Transportation classification is UN 1915, Class 3, Packing Group III. For applications in food-contact materials, specific national positive lists must be consulted because cyclohexanone is not a universal direct food additive.

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