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1,3,3-Trimethyl-2-Methyleneindoline

    • Product Name 1,3,3-Trimethyl-2-Methyleneindoline
    • Alias 1,3,3-Trimethyl-2-methylene-3H-indole
    • Einecs 212-205-4
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
    VTB
    Specifications

    HS Code

    433255

    Cas Number 1180-71-8
    Molecular Formula C12H15N
    Molecular Weight 173.25 g/mol
    Appearance Clear to yellowish liquid
    Boiling Point 266-267 °C
    Melting Point -20 °C (approx.)
    Density 0.988 g/cm³ at 25 °C
    Refractive Index 1.590-1.595
    Flash Point 113 °C
    Purity Typically ≥98%
    Solubility Soluble in most organic solvents, insoluble in water
    Synonyms Indolenine, 1,3,3-trimethyl-2-methylene-

    As an accredited 1,3,3-Trimethyl-2-Methyleneindoline factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Brown glass bottle containing 25 grams of 1,3,3-Trimethyl-2-methyleneindoline, sealed with a screw cap and hazard labeling.
    Shipping 1,3,3-Trimethyl-2-methyleneindoline should be shipped in tightly sealed containers, protected from light, moisture, and incompatible substances. It is typically transported as a hazardous chemical. Ensure proper labelling, use of secondary containment, and adherence to relevant regulations such as DOT, IATA, or IMDG guidelines for flammable or toxic liquids.
    Storage **1,3,3-Trimethyl-2-methyleneindoline** should be stored in a tightly closed container, in a cool, dry, and well-ventilated area, away from direct sunlight and sources of ignition. Keep away from strong oxidizing agents and acids. Store under inert atmosphere (such as nitrogen) if sensitive to air or moisture. Properly label the container and follow appropriate chemical safety and regulatory guidelines.
    Application of 1,3,3-Trimethyl-2-Methyleneindoline

    Applications of 1,3,3-Trimethyl-2-Methyleneindoline in Industrial Manufacturing

    As an established production manufacturer of 1,3,3-Trimethyl-2-Methyleneindoline, we deliver material with high consistency for precise customer formulations. The following application scenarios reflect actual downstream adoption in advanced materials and specialty chemical markets. Our technical, QC, and regulatory teams support each application segment below according to real-world industry requirements.

    1. Photochromic Dye Synthesis for Ophthalmic and Automotive Lens Manufacturing

    This material functions as a critical intermediate in the synthesis of spiropyran- and spirooxazine-type photochromic dyes used for manufacturing adaptive optical lenses. It provides the core indoline moiety essential to achieving reversible color-shifting properties under UV irradiation, relied upon by global ophthalmic lens producers and auto glass manufacturers. Formulation teams specify precise input ratios based on target dye yields and the optical response profile needed for finished photochromic products.

    Industry compliance standards

    • ISO 8980-3 (Ophthalmic optics — Uncut finished spectacle lenses — Part 3: Transmittance specifications and test methods)
    • REACH – Registration, Evaluation, Authorisation, and Restriction of Chemicals (Europe)
    • RoHS for restriction of hazardous substances in automotive glass materials
    • 21 CFR Part 801 (FDA regulations for spectacle lenses in the US market)

    Typical usage ratio

    • 5–15 mol% relative to indoline core structure precursor in dye synthesis; adjusted based on targeted photochromic response speed and fatigue resistance requirements

    Downstream process integration

    • Enters as a ring-closure precursor during stepwise condensation with aldehydes/anilines to construct the spirocyclic core structure; utilized in melted or solvent-phase synthesis reactors

    Final product types

    • Photochromic ophthalmic lenses (prescription, plano, sunglasses)
    • Adaptive automotive windshields and side-windows with variable tinting capability

    2. Nonlinear Optical Material Precursors for Polymeric Waveguide Fabrication

    Manufacturers of advanced polymer-based electro-optic devices incorporate this molecule as a precursor in synthesizing indoline-based nonlinear optical (NLO) chromophores. The material contributes to the generation of push-pull electron donor–acceptor systems, enabling signal modulation in data transmission devices. Compounders fine-tune input levels during NLO chromophore synthesis to balance poling stability and nonlinear response, guided by the device's design wavelength and thermal stability targets.

    Industry compliance standards

    • IEC 61240 (Optical waveguide components — Standard test methods)
    • ITU-T G.652 (Transmission media and optical devices — Characteristics of single-mode optical fibre and cable)
    • ISO 9001:2015 (Quality management systems for optical components)
    • RoHS for restriction of lead, cadmium, and other RoHS-subject compounds

    Typical usage ratio

    • 3–10 wt% as the initial functional group donor in the organic chromophore backbone; percentage varied depending on the degree of polymer backbone substitution and nonlinear coefficient requirements

    Downstream process integration

    • Condensed into NLO chromophores in solvent reflux reactions, then incorporated into polymer host matrices during solution casting or in-mold polymerization of waveguides

    Final product types

    • Polymer-based planar lightwave circuits
    • Electro-optic modulators for telecommunication switches
    • Data interconnect microchips

    3. Synthesis of Organic Imaging Photoinitiator Compounds for UV-Curable Inks and Coatings

    The indoline-derived motif provided by this raw material is utilized in the creation of high-activity photoinitiator systems, specifically as a building block for bicyclic and tricyclic onium salt photoinitiators used in UV-curable ink and specialty coating production. Ink and coating formulators rely on controlled dosage to ensure rapid polymerization and correct color tone retention in the finished film. Variations in input proportion are calibrated according to resin reactivity and film thickness requirements in the downstream process.

    Industry compliance standards

    • ISO 2846-1 (Graphic technology — Colour and transparency of ink sets for four-colour printing)
    • EuPIA guidelines for photoinitiators (European Printing Ink Association)
    • Swiss Ordinance on Materials and Articles in Contact with Food (SR 817.023.21, Annex 10 for photoinitiators)
    • ASTM D3023 (Standard Practice for Determination of Resistance of Factory-Applied Coatings)

    Typical usage ratio

    • 2–8 mol% in photoinitiator synthesis, referenced to final desired absorbance and curing efficiency of formulated inks or coatings

    Downstream process integration

    • Participates as a nucleophilic indoline source during step-growth or ring-closure reactions in the lab-scale or commercial-scale synthesis of onium salt photoinitiators

    Final product types

    • UV-curable flexographic and inkjet printing inks
    • High-gloss or matte UV coatings for electronic housings, printed packaging, and labels
    • Food contact-safe UV release coatings

    4. Advanced Functional Dye Production for Security Printing and Anti-Counterfeit Applications

    Security pigment and specialty dye producers integrate this chemical as an indoline source in synthesizing reversible and thermochromic markers. Its reactivity profile aids in generating colorants that shift state under specific thermal or irradiation stimuli, utilized in anti-fraud inks and high-value product authentication labels. Precise input levels are controlled to tune color intensity and threshold switching temperature, monitored through in-process QC sampling.

    Industry compliance standards

    • ISO 14298 (Graphic technology — Management of security printing processes)
    • CEN/TS 16761 (Requirements for anti-counterfeit protection in security printing)
    • REACH registration for all dye intermediates
    • GMP for security ink raw material (where required by national mints or government-printed document issuers)

    Typical usage ratio

    • 3–12 mol% as chromophore precursor, adjusted for required response curve of security ink formulation and end-use application (e.g., banknotes, certificates, tickets)

    Downstream process integration

    • Undergoes cyclization and coupling with strong electron-donating or -withdrawing groups during batch dye synthesis, later milled and dispersed for ink compounding

    Final product types

    • Thermochromic banknote security threads and surface printing inks
    • Covert security labels and anti-counterfeit authentication stickers
    • Smart packaging color-shifting indicators for premium consumer goods

    5. Electrochromic Device Material Synthesis for Smart Windows and Displays

    Device material manufacturers engage this molecule as a precursor to organic indoline-based electrochromic compounds, integral for electro-active layers used in smart glass and display markets. The presence of the methyleneindoline unit supports redox-active color transitions while allowing optical transmittance tuning. Production chemists calibrate the ratio to match voltage cycling durability and switching speed requirements set by smart device design engineers.

    Industry compliance standards

    • ISO 13485 (Medical devices — Quality management system where applicable to smart glass for healthcare use)
    • IEC 62679 (Electronic paper displays)
    • EN 14351 (Windows and doors performance for building integration)
    • REACH and RoHS regulatory frameworks for building products and electronic components

    Typical usage ratio

    • 4–9 mol% as initial indoline donor in electrochromic chromophore synthesis; ratio selected based on targeted optical memory stability and maximum voltage endurance

    Downstream process integration

    • Employed in cyclization and substitution steps with electron-withdrawing acceptor compounds, subsequently deposited onto conductive glass or polymer substrate during device assembly

    Final product types

    • Smart glass panels for architectural and automotive use
    • Electrochromic display modules
    • Variable-transmittance rear-view mirrors in vehicles
    Free Quote

    Competitive 1,3,3-Trimethyl-2-Methyleneindoline prices that fit your budget—flexible terms and customized quotes for every order.

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    Certification & Compliance
    More Introduction

    1,3,3-Trimethyl-2-Methyleneindoline: In-House Expertise and Insights from a Chemical Manufacturer

    Our Journey with 1,3,3-Trimethyl-2-Methyleneindoline

    We have been producing 1,3,3-Trimethyl-2-Methyleneindoline for years, working closely with developers and manufacturers in dye synthesis and nonlinear optical material research. This compound, model TMIndoline-01, has gained trust in specialized applications. Our familiarity with its reactivity, handling, and quality benchmarks allows us to guarantee the substance meets the needs of advanced material science and chemical research.

    Core Attributes and Specifications

    Our production batches of 1,3,3-Trimethyl-2-Methyleneindoline deliver a bright, pale yellow crystal or oil, depending on the temperature and storage. Purity usually reflects in the HPLC results of 98% or above, since high purity supports dependable reaction yields in the next step. Moisture content rarely exceeds 500 ppm, as excess water interferes with intended syntheses and reduces shelf stability. Chemists frequently comment on the consistency of our product’s melting range and color, both integral for reactions demanding tight parameters.

    We package the compound in amber glass bottles or fluoropolymer drums with nitrogen protection. Light and air cause slow discoloration, which tells us the molecule’s double bond resists rapid degradation, but still benefits from careful storage. Our analytical team monitors the spectral characteristics, with distinct NMR and IR signatures confirming molecular structure and purity.

    Real-World Applications: What We See in Practice

    Primarily, labs purchase 1,3,3-Trimethyl-2-Methyleneindoline as a building block for synthesizing organic dyes — especially for applications involving photochromism or thermochromic systems. The indoline moiety and exocyclic methylene group both provide reactive sites, making this molecule especially suited to condensation with aldehydes to generate merocyanine dyes. These compounds often appear in ophthalmic lenses and data storage films. Every month, we ship batches to research groups fine-tuning the coloration of switchable glass or optimizing new non-linear optical crystals. Some researchers have reported improved stability in their dyes because of how the three methyl groups shield the indoline ring, reducing unwanted side reactions.

    There is frequent demand for this material in the field of photonics. Optical manufacturers use our product for constructing molecules that respond efficiently to incident light. Our production chemists often collaborate with R&D customers, adjusting crystallization or drying steps to target exacting optical spec requirements.

    Occasionally, we receive orders from the fragrance or flavor intermediates sectors. Here, tight purity is non-negotiable, since trace side-products can contaminate final taste or aroma quality. Our internal QA protocols were first shaped by requests from analytical chemists in these sectors, and every customer batch since then carries that heritage.

    Compared to Related Chemicals: What Sets This Indoline Apart

    A common question from technical customers: how does 1,3,3-Trimethyl-2-Methyleneindoline differ from similar indoline compounds, such as 1,2,3-trimethylindoline? The presence of the exocyclic methylene group at the 2-position stands out. This feature enables specific condensation reactions not accessible to the core indoline structure. Chemically, this methylene is less hindered than a methyl, which supports rapid and clean addition to electron-deficient partners — most notably indoline-based dye systems.

    The three methyl groups at the 1- and 3-positions lend extra electron richness to the aromatic system, offering not only enhanced color performance for resulting dyes but also improved shelf-life of the intermediates. We have seen that the alternative 1,3-dimethylindoline shows lower yield in dye syntheses and lacks the same physical stability in finished coatings or films. Competing compounds without the 2-methylene handle seldom survive the same synthetic steps without byproduct formation or loss of color vibrancy.

    For years, specialty organic chemists have told us that attempts to substitute related materials often lead to inconsistent reactivity or unexpected byproducts. In direct head-to-head comparisons, 1,3,3-Trimethyl-2-Methyleneindoline’s ability to maintain chromophore integrity through strong heat cycles gave our batches a clear edge in high-performance ink development. End users as diverse as laser device developers and automotive film researchers have called out this performance gap. For them, the specifics of methyl engineering and the location of unsaturation in the molecule impact entire product pipelines.

    Safe and Reliable Handling: Experience from Production and the Lab

    Producing 1,3,3-Trimethyl-2-Methyleneindoline in scale requires finesse. Minor changes in batch temperature, solvent polarity, or distillation conditions show up in color and purity. We learned early that overhead stirring with precise temperature ramps produced the most consistent material — both in lab and at scale. The unique odor reported by customers confirms trace stability of volatile inclusions; to address this, our team engineered a slow-cooling protocol before final filtration. The extra step reduced odor trace complaints by two thirds.

    The compound’s moderate vapor pressure and sensitivity to acids remind us to avoid prolonged open-air handling on the floor. Small spills during transfer have highlighted the stickiness that develops as the material begins to oxidize. Immediate cleaning with cold solvent has saved more than one technician from ruined batches, and tracking time from synthesis to packaging ensures our product always lands at client labs in peak condition.

    Logistics and packaging present their own challenges. We never use clear plastic or unstable liners: years ago, a run packaged in poly bottles suffered rapid UV-induced degradation. Thick-walled amber glass with PTFE-lined caps became our solution, coupled with shipment under nitrogen pressure during summer heatwaves. Every batch includes oxygen and moisture data, since trace changes shift both the shelf-life and user performance at downstream facilities.

    Perspectives on Quality and Sustainability: What We Learned Over Time

    In our experience, cutting corners for “good enough” purity eventually costs more — through ruined reactions or batch rejection further down the supply chain. We chose to invest in on-site purification columns and secondary drying cycles. These practices paid off when non-conforming material stopped appearing in analytical screens. By documenting each step, junior operators can repeat established outcomes, which protects both customers and our internal team.

    Customers sometimes ask about greener synthesis options for 1,3,3-Trimethyl-2-Methyleneindoline. Our process chemists track waste minimization by recovering mother liquors wherever practical, and source precursors from suppliers who comply with regional environmental rules. We have experimented with catalytic runs to cut waste, with mixed results. Still, solvent choice and minimization of halogenated byproducts make up most of our environmental wins so far.

    Disposal of failed or off-spec batches presents headaches; we now partner with licensed chemical recyclers who reclaim glycol and amine residues safely. Not every batch can be perfected, but process feedback has driven quality up and off-spec output down year over year.

    Supporting Innovation: Working with Research and Industry

    We spend extensive time on the phone and in email with clients developing next-generation polymers, adaptive coatings, and photonic assemblies. Joint development contracts and NDAs occasionally form. Startups request custom labeling, additional purity screens, or even stereoisomer controls. Here, our process flexibility helps get projects off the ground. We maintain technical notes about the tendencies of our 1,3,3-Trimethyl-2-Methyleneindoline in exotic reactions, so customer chemists can plan for reaction work-ups, color shifts, or minor impurity influences.

    Education matters to us. Our technical sales team hosts webinars on indoline chemistry, and we send application notes with every bulk project. Something as routine as a packing change — switching from kilo bottles to 250-gram sealed pouches — has helped startup labs avoid waste and cut expenses during grant-funded exploratory runs.

    Addressing Challenges in Supply and Scaling Up

    Global demand for indoline derivatives has surged with new trends in color-changing surfaces and advanced display technologies. This brought us stress when upstream supplier outages coincided with peak ordering. We have responded by boosting in-house precursor distillation, deepening vendor qualification, and dual-sourcing sensitive starting materials. We now keep buffer stock on hand and offer rolling inventory agreements to priority research partners. This shields projects from short-term market spikes and ensures delivery on schedule.

    Scaling from the lab bench to pilot and plant size uncovers hidden difficulties. We found that certain crystal morphologies appearing at the 50-liter scale needed agitation tweaks absent at small volumes. Direct loading into filter dryers instead of open trays dropped batch loss by nearly ten percent, simply because of less exposure to airborne dust and atmospheric moisture. Little process changes, rooted in experience, help plant crews turn out cleaner, brighter product with every cycle.

    Compliance and Traceability: Customer Assurance Built In

    Regulators expect rigorous traceability for chemicals entering electronics, coatings, and sensitive device production. Our barcode production system assigns every lot a unique record, tracking raw material source through packaging and shipment. This record travels with the batch to customer labs. Should a question arise — whether about a minor impurity or a handling incident — we pull the record and investigate. This backbone supports customer confidence and has aided more than one joint submission for regulatory review.

    Our quality documentation exceeds normal chemical market expectations. We supply certificates of analysis, method descriptions, and chain of custody upon request. Customers building regulated devices or products tell us this documentation cuts down their approval timelines, reduces risk, and boosts overall project viability.

    Looking Ahead: Evolving Needs from the Lab to the Marketplace

    From what we see on the manufacturing floor and in ongoing customer dialogues, demand for 1,3,3-Trimethyl-2-Methyleneindoline shows no signs of stalling. Optical and electronic markets keep pushing the boundaries of molecular design, and chemists need both high purity and reliable supply. Our investments in filtration, drying, and storage backbone come directly from hard-won lessons managing real projects, not wishful thinking or third-party feedback.

    Laboratory and industrial users often report back to us when their applications succeed — or when a tweak in the material or supply logistics could make life easier. These conversations guide our improvements, drive investment in people and equipment, and keep our own standards rising. A specialty chemical isn’t just a bottle on a shelf: it reflects years of refined technique, risk management, and a willingness to partner with demanding customers.

    If your organization pursues advanced dye or optical applications, the right molecular architecture begins with the right intermediate. We are always prepared for pushback, technical debates, or new challenges concerning synthesis and supply. As manufacturers, we don’t view 1,3,3-Trimethyl-2-Methyleneindoline as just another item on a list — but as a tool we’ve refined in response to the real, day-to-day needs of researchers and industry leaders alike.