2,6-Di-tert-butylphenol Mixture

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2,6-Di-tert-butylphenol Mixture
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2,6-Di-tert-butylphenol Mixture is a high-performance hindered phenolic antioxidant widely used in lubricants, fuels, polymers, rubbers, adhesives, and industrial chemical formulations. As a mixture of high-purity 2,6-di-tert-butylphenol isomers, it provides excellent oxidative stability, outstanding thermal resistance, and superior protection against corrosion and degradation under demanding operating conditions.
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Antioxidant And Anticorrosion Agent
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Lubricant Additives - Phenolic Antioxidants Series: 2,6-Di-tert-butylphenol Mixture (CAS 14972-27-9) is the unsubstituted-para variant of the Sinolook hindered phenol range - structurally it is 2,6-DTBP without the para-methyl group present in BHT (CAS 128-37-0). The absence of the 4-methyl group lowers the molecular weight from 220 (BHT) to 206 g/mol, delivering higher antioxidant activity per gram (more active –OH groups per unit mass). Critically, 2,6-DTBP has a melting point of only ~36–38°C - below or near ambient temperature in warm climates - making it a near-liquid or low-melting solid that requires no preheating for dissolution in base oils. This handling advantage distinguishes it from BHT (MP 70–72°C, requires heating to dissolve). SAPS-free (C₁₄H₂₂O - zero metals, S, P). Also used as an industrial intermediate for synthesis of higher-MW phenolic antioxidants and hindered amine derivatives. Sinolook Phenolic AO series: BHT (CAS 128-37-0) · 2,6-DTBP Mixture CAS 14972-27-9 (this) · L01 · L57.

✅ SAPS-Free · Primary AO · Hindered Phenol · No Para-Methyl (vs BHT) · MW 206 · MP ~36–38°C Near-Liquid · Higher AO Efficiency/gram · Lubricants · Fuels · Polymers · Synthesis Intermediate

2,6-Di-tert-butylphenol Mixture

2,6-DTBP Mixture  /  2,6-Di-tert-butyl mixed phenols /  CAS 14972-27-9  /  C₁₄H₂₂O  /  MW 206.32  /  Purity ≥98.0%  /  MP ~36–38°C  /  Near-Liquid at Ambient - No Para-Methyl vs BHT

CAS Number 14972-27-9
Molecular Formula C₁₄H₂₂O  ·  MW 206.32 g/mol
Structure 2,6-Di-tert-butylphenol core: phenol ring with –OH at C1; no substituent at C4 (para position); –C(CH₃)₃ at C2 and C6. Compare with BHT (CAS 128-37-0): identical except BHT has –CH₃ at C4 (MW 220). The absence of the para-methyl group is the single structural difference - reducing MW by 14 (one –CH₂– unit) and lowering the melting point from 70–72°C (BHT) to ~36–38°C (2,6-DTBP).
Mixture Note CAS 14972-27-9 designates a mixture of 2,6-di-tert-butylphenol isomers and close alkylphenol derivatives - primarily 2,6-DTBP (CAS 128-39-2, MW 206) with minor amounts of alkylated by-products (e.g. 2,4,6-tri-tert-butylphenol, mono-alkyl variants). The mixture designation reflects commercial production where 100% chemical purity of a single isomer is not maintained - specified ≥98% purity encompasses the active phenol content. In antioxidant function, all components act as hindered phenol radical scavengers.
Synonyms 2,6-DTBP · 2,6-Di-tert-butylphenol mixture · Di-tert-butylphenol antioxidant · 2,6-Di-tert-butyl mixed phenols · Antioxidant DTBP · CAS 14972-27-9
★ vs BHT ★ MW 206 vs 220 - more OH groups/gram (+6.8% molar AO efficiency)
★ MP ~36–38°C - near-liquid, no preheating needed to dissolve
⚠ Higher volatility than BHT - more rapid depletion at sustained >120°C
SAPS Status ✅ ZERO ash / sulphur / phosphorus / metals - C₁₄H₂₂O only
Appearance Off-white to white crystalline flakes or low-viscosity liquid (above ~38°C); characteristic phenolic odour; near-liquid or semi-solid at summer ambient temperatures (>30°C) - storage at 15–25°C recommended to maintain solid form for handling.

What Is 2,6-Di-tert-butylphenol Mixture & How Does It Differ from BHT?

2,6-Di-tert-butylphenol Mixture (CAS 14972-27-9) is a hindered phenolic antioxidant closely related to BHT but differing in one critical structural feature: the absence of the para-methyl group at position 4. In BHT (CAS 128-37-0, 2,6-di-tert-butyl-4-methylphenol), the para-methyl group contributes 14 mass units (one –CH₃ vs –H) and raises the melting point from ~36–38°C (2,6-DTBP) to 70–72°C. In practical terms, this single structural difference creates two commercially important distinctions: lower molecular weight = higher antioxidant activity per gram (more –OH groups per kg purchased), and near-ambient melting point = much easier handling (the product is semi-liquid or low-viscosity liquid above 38°C, flows into mixing vessels without preheating, and dissolves in base oils without the 70°C heating step required for BHT).

The "Mixture" designation in the product name reflects the CAS 14972-27-9 registration - a commercial grade that encompasses 2,6-DTBP (the primary component, CAS 128-39-2) together with minor amounts of closely related alkylphenol derivatives generated during industrial alkylation of phenol with isobutylene. These include 2,4,6-tri-tert-butylphenol (a common by-product), 2-tert-butylphenol (mono-alkyl), and traces of other alkylated congeners. All phenolic components in the mixture function as hindered phenol radical scavengers - the antioxidant performance of the mixture is determined by the total active phenol content (≥98% by GC), not by the single-component purity. The mixture is fully miscible with all common base oils and solvents.

📊 2,6-DTBP Mixture vs BHT - Side-by-Side Comparison
Property ★ 2,6-DTBP Mixture (this) CAS 14972-27-9 BHT CAS 128-37-0
Para substituent –H (no substituent at C4) –CH₃ (methyl at C4)
Molecular formula C₁₄H₂₂O C₁₅H₂₄O
Molecular weight ★ 206.32 g/mol (lower → more OH/gram) 220.35 g/mol
★ Melting point ★ ~36–38°C - near-liquid at ambient 70–72°C - solid, requires heating
Handling (dissolution) ★ Flows and dissolves at 40–50°C; minimal preheating Requires heating to ≥72°C to melt; then dissolve in warm oil
AO efficiency/gram ★ +6.8% more moles of active OH per kg vs BHT at equal mass Baseline reference
Volatility at >120°C Higher (lower MW, lower BP) - faster depletion in long-drain high-temp service Also volatile vs higher-MW phenols - less so than 2,6-DTBP
Purity grade ≥98% (mixture - multiple phenol components) ≥99.0% (single compound)
Food regulatory status Industrial antioxidant (no EU E-number for 2,6-DTBP mixture as food additive) EU E321, FDA 21 CFR 172.185 approved food antioxidant
★ Best application fit Industrial lubricants, fuels, polymer processing; easy-handling synthesis intermediate; short-drain or cost-priority formulations All lubricants + food/cosmetics; long-drain service where persistence matters
🔬 Antioxidant Mechanism + Industrial Intermediate Applications
Primary AO function (identical to BHT)

2,6-DTBP is a Chain-Breaking Donor (CB-D) antioxidant - the phenolic O–H donates a hydrogen atom to peroxyl radicals (ROO•), terminating oxidation chains: DTBP–OH + ROO• → DTBP–O• + ROOH. The phenoxy radical (DTBP–O•) is stabilised by the two flanking tert-butyl groups at C2 and C6 (identical steric protection geometry to BHT). In the absence of the C4 para-methyl group, the electron-donating character of the ring is marginally lower - but the O–H bond dissociation energy difference vs BHT is negligible (<0.5 kcal/mol), so antioxidant activity per mole is essentially equal. Per gram, 2,6-DTBP delivers 6.8% more active sites than BHT.

Synthesis intermediate role (unique to 2,6-DTBP)

2,6-DTBP with its free para-C4 position (no methyl) is an important industrial synthesis building block for higher-performance antioxidants. The unblocked C4 position allows further chemical derivatisation: (1) Para-alkylation with long-chain alkenes (C12–C18) → higher-MW oil-soluble hindered phenols (related to Antioxidant L01/L57 families); (2) Mannich condensation with formaldehyde + amine → methylene-bridged bis-phenol antioxidants (used in rubber); (3) Ester coupling at the C4-OH (if activated) → hindered phenol esters like Irganox 1076 family. This intermediate chemistry is not possible with BHT (C4 position blocked by methyl). Customers purchasing 2,6-DTBP Mixture for synthesis specify this use case separately from antioxidant use.

Practical selection guide: Choose 2,6-DTBP Mixture over BHT when: (a) you need easy dissolution without high-temperature preheating (plant lacks heated additive pre-mix vessel); (b) the application is cost-sensitive industrial lubrication where long-drain persistence (volatility) is less critical; (c) you are using it as a synthesis intermediate for further derivatisation via the free C4 position; (d) you formulate fuels (10–200 ppm) where the volatility difference vs BHT is immaterial at these treat rates. Choose BHT when: food-regulatory compliance (EU E321/FDA) is required; or the application runs continuously above 120°C where BHT's lower volatility gives meaningfully longer AO persistence.

2,6-Di-tert-butylphenol mixture molecular structure showing benzene ring with two CH3 groups representing tert-butyl C(CH3)3 at positions 2 and 6 with hydroxyl OH red oxygen atom at position 1, NO para substituent at position 4, 3D ball-stick model with black carbon atoms white hydrogen atoms large red oxygen OH, industrial chemical refinery background and green agricultural field sunset representing industrial and environmental applications, chemical laboratory flasks with blue liquid
Structure confirmed (CAS 14972-27-9): Skeletal formula shows phenol ring with two tert-butyl groups at C2/C6 (shown as CH₃/CH₃ gem-dimethyl of the C(CH₃)₃ groups) + –OH at C1 (red O in 3D model). Key: C4 position is unsubstituted (–H) - no methyl group - this is the single structural difference from BHT. 3D colour key: black = C (14 total: 6 ring + 1 C per tert-butyl × 2 + 6 CH₃ × 2 = actually 6+2+6=14C ✓); white = H (22 total); red = O (1, the phenolic –OH). Background: industrial refinery (left) + agricultural/green landscape (right) + lab equipment (blue flasks) = industrial lubricant/chemical + environmental/agrochemical applications. The near-ambient MP makes this product semi-liquid in the warm outdoor context shown.
📋 Physical Properties - 2,6-DTBP Mixture
Appearance Off-white to white flakes / near-liquid above 38°C
★ Melting Point ~36–38°C (near-ambient!)
Boiling Point ~253°C @ 1 atm (vs BHT 265°C)
Flash Point ~114°C (lower than BHT 127°C - note)
Density ~0.910–0.920 g/cm³ (liquid at 40°C)
Water solubility Practically insoluble (<1 mg/L)
Solubility in oils Freely soluble (mineral, PAO, ester) - dissolves readily at 40–50°C

Technical Specification

Active Phenol Content ★
≥98.0%
GC (total hindered phenols)
≥98% total active phenol content by GC area normalisation - encompasses 2,6-DTBP main component + minor alkylphenol congeners, all AO-active
★ Melting Point
36–38°C
DSC / capillary
★ Near-ambient MP - key handling advantage: product flows and dissolves at 40–50°C without dedicated preheating equipment; semi-solid in cool storage, liquid in warm weather
Ash Content ✅
≤0.01%
ASTM D482
✅ Zero metallic ash - C₁₄H₂₂O formula; no metal atoms; SAPS-free at any treat rate; DPF/GPF/TWC compatible
Colour (APHA) ✅
≤30 APHA
ASTM D1209
Near-water-white in solution; slight allowance for the mixture composition vs pure BHT; coloured material indicates phenol oxidation - reject on receipt
Parameter Specification Test Method Note vs BHT
Appearance Off-white to white flakes or liquid (>38°C) Visual May appear as semi-liquid in warm ambient; off-white (vs pure white of BHT) is normal for mixture composition; confirm no discolouration
Active Phenol (GC) ★ ≥ 98.0% GC area % Total active hindered phenol content; mixture grade (vs BHT ≥99.0% single compound); GC report confirms main component (2,6-DTBP) + minor alkylphenol content on request
★ Melting Point 36–38°C DSC / capillary ★ KEY DIFFERENTIATOR vs BHT (70–72°C) - near-ambient MP means no high-temp preheating required for dissolution; product becomes liquid >38°C; semi-solid form maintained at storage temp <30°C
Ash Content ✅ ≤ 0.01 wt% ASTM D482 ✅ Same as BHT - SAPS-free; zero metallic ash from C₁₄H₂₂O formula; no SAPS budget impact
Colour (APHA) ≤ 30 Hazen ASTM D1209 Slightly broader limit than BHT (≤20) reflecting mixture composition; water-white acceptable; yellow/brown = oxidised - reject
Water Content (KFT) ≤ 0.10% Karl Fischer Same limit as BHT; near-liquid form may absorb surface moisture on solidification/melting cycles - confirm sealed storage
Flash Point ~114°C (lower than BHT) ASTM D93 ⚠ Flash point ~114°C - lower than BHT (127°C); classified as flammable liquid when molten (>38°C); observe standard flammable liquid storage and handling precautions in liquid state; ADR/IATA Class 3 packaging rules apply to liquid form
Packaging 25 kg bag · 25 kg carton · 500 kg jumbo bag - Moisture-resistant; store at 15–25°C (solid state); if solidified on arrival due to cold chain, warm to 40°C and agitate to re-liquefy uniformly; 18-month shelf life sealed
COA per lot: Active phenol content (GC ≥98.0%) · Appearance · MP (36–38°C) · Ash (≤0.01%) · Colour (≤30 APHA) · Water (KFT ≤0.10%) · GC component breakdown (2,6-DTBP % + minor congeners) on request. TDS and SDS (GHS) provided per shipment.

Applications, Dosage & Handling Guidance

1. Lubricants & Greases - Easy-Dissolution Advantage

0.1–1.0 wt% No preheating needed

2,6-DTBP Mixture's most commercially valued property in lubricant blending is its near-ambient melting point. In blending plants without dedicated phenol pre-melt vessels, incorporating BHT (MP 72°C) requires either a heated pre-mix tank or dissolution in a diluent solvent before addition to the main batch - both involving time and energy. 2,6-DTBP Mixture, melting at 36–38°C, can be added directly to warm base oil (40–50°C blending temperature) and dissolves within minutes of agitation. This simplifies process flow, reduces energy consumption, and eliminates the risk of partial solidification in transfer lines. At 0.2–0.5 wt% treat (typical primary AO loading alongside ZDDP), the 6.8% higher molar activity per gram also means a slightly lower mass dosage achieves equivalent radical-scavenging capacity. Applications: engine oils, turbine oils, hydraulic oils, gear oils, compressor oils, greases.

2. Fuels - Gasoline, Diesel, Biodiesel, Jet

10–200 ppm Storage oxidation inhibitor

In fuels, 2,6-DTBP Mixture performs identically to BHT as a storage oxidation inhibitor - preventing peroxide formation, gum deposition, and colour darkening in gasoline (ASTM D873 induction period), diesel (ASTM D2274), and biodiesel/FAME (EN 14112 Rancimat). At 10–50 ppm, it provides protection equivalent to BHT on a molar basis; the higher molar/gram ratio of 2,6-DTBP means nominally 6.8% less mass is required vs BHT for equal molar protection - a commercially meaningful saving when treating large volumes. In biodiesel, 50–200 ppm achieves the EN 14214 induction period requirement of ≥8 hours. The liquid/near-liquid form at fuel blending temperatures (typically above ambient in tropical regions) provides ready dissolution without any pre-dissolution step. Note: unlike BHT, 2,6-DTBP Mixture does not carry EU E321 food-grade status and is not recommended for edible oil antioxidation applications.

3. Polymers, Rubber & Resins

0.05–0.5 wt% PP · PE · ABS · Rubber

In polymer processing, 2,6-DTBP Mixture functions as a processing stabiliser and long-term antioxidant for polyolefins (PP, HDPE, LDPE), ABS, PVC, adhesives, and synthetic rubbers. The low melting point is a handling advantage in polymer compounding - it can be introduced as a liquid into the polymer melt at extrusion temperatures (180–250°C) without the homogeneity issues that can arise from slowly dissolving solid flakes of BHT in a high-shear extruder melt zone. In rubber applications (SBR, EPDM, natural rubber), 2,6-DTBP at 0.1–0.5 phr (parts per hundred rubber) improves heat-aging resistance (ASTM D573) and retains mechanical properties during service. Where food-contact certification is not required (technical rubber, automotive seals, industrial hose), 2,6-DTBP Mixture provides equivalent performance to BHT at modestly lower cost.

4. Industrial Synthesis Intermediate

Free C4 position Higher-MW AO synthesis

The unblocked C4 position in 2,6-DTBP (absent in BHT) makes it a commercially important synthesis intermediate for producing higher-molecular-weight, lower-volatility hindered phenol antioxidants. Reactions at C4: (a) alkylation with long-chain α-olefins (C12–C18) produces high-MW oil-soluble liquid antioxidants (related to L01/L57 class - higher persistence in lubricants at elevated temperatures); (b) Mannich reaction with formaldehyde and secondary amines gives methylene-bridged bis-phenol/amine antioxidants; (c) acrylate coupling at C4 after hydroxymethylation gives hindered phenol acrylate monomers used in reactive polymer stabilisation. Chemical manufacturers purchasing 2,6-DTBP Mixture as a synthesis feedstock typically require GC breakdown to confirm 2,6-DTBP main component purity ≥95% (within the ≥98% total active phenol spec).

Application Typical Treat Rate Key Standard vs BHT at same treat rate
Lubricants / greases 0.1–1.0 wt% ASTM D2272 RPVOT, D943 TOST, Seq. IIIGH +6.8% molar AO activity; easier dissolution (no preheat); more volatile at >120°C sustained
Gasoline / diesel / jet fuel 10–50 ppm ASTM D873 (induction period), D2274 Equivalent performance at 6.8% less mass; liquid in fuel tank above ambient - immediate dissolution
Biodiesel / FAME 50–200 ppm EN 14112 Rancimat (≥8 h, EN 14214) Equivalent Rancimat induction period; no food-grade requirement in biodiesel
Polyolefins (PP, PE, ABS) 0.05–0.5 wt% ASTM D3012 MFI stability, D3895 OIT Better melt homogeneity (liquid at extrusion temp); not food-contact approved (no EU Reg 10/2011 for 14972-27-9)
Rubber / elastomers 0.1–0.5 phr ASTM D573 heat aging Equivalent aging protection; lower cost vs BHT for non-food technical rubber
Synthesis intermediate Feedstock quantity GC purity ≥95% 2,6-DTBP main component (within ≥98% total) Free C4 position enables derivatisation - NOT possible with BHT (C4 blocked by methyl)

Frequently Asked Questions

Q: Can 2,6-DTBP Mixture directly replace BHT in my existing lubricant formulation?

For industrial lubricants (engine oil, hydraulic, gear, turbine) where food-grade approval is not required, 2,6-DTBP Mixture can typically substitute BHT at a 1:1 mass basis without significant reformulation. Due to the 6.8% higher molar activity per gram, a formulator may reduce the treat rate by approximately 6% to maintain equivalent molar AO loading - but in practice, the small difference is within normal batch-to-batch variation and most formulators substitute at 1:1 mass without adjustment. The main formulation-level check is the volatility behaviour at service temperature: if the oil operates continuously above 120°C (turbine oil, certain industrial gear applications), the somewhat higher volatility of 2,6-DTBP vs BHT may cause faster AO depletion, measurable by RULER voltammetry monitoring. For such applications, 2,6-DTBP at 0.5 wt% + a low-volatility high-MW phenol (L01, 0.2 wt%) provides better long-drain AO persistence than 2,6-DTBP alone - similar to the BHT + L01 blend approach.

Q: The product arrived as a solid block after cold shipping. How should I re-liquefy it?

Solidification during cold transport is normal for 2,6-DTBP Mixture given its low melting point (~36–38°C) - the product does not degrade on solidification and re-melting cycles. To re-liquefy: (1) transfer the container (bag, carton, or drum) to a warm room (40–50°C); the product will soften and melt within 1–4 hours depending on quantity and container type. (2) For large containers (500 kg jumbo bag): place in a heated room or use an external heating blanket set to 45°C - do not use open flame or steam heating, which could locally exceed the flash point (114°C) and create fire risk. (3) Once melted, agitate gently to ensure compositional homogeneity - minor phase separation of the mixture components at the solid/liquid transition boundary should rehomogenise quickly. (4) Do not heat above 80°C - unnecessary, increases volatility, and may cause slight colour development from thermal oxidation of the phenol at the headspace air interface. After re-melting, the product is fully suitable for use with no quality impact.

Q: What is the typical composition of the "mixture" - what components does it contain besides 2,6-DTBP?

CAS 14972-27-9 registered as a mixture of 2,6-di-tert-butylphenol compounds covers commercial grades produced by alkylation of phenol with isobutylene under acid catalysis. The main component is 2,6-di-tert-butylphenol (CAS 128-39-2) at typically 90–97% of the total product. Minor components can include: 2,4,6-tri-tert-butylphenol (over-alkylation product, also a hindered phenol antioxidant - MP 96°C, contributes to the mixture's elevated AO activity vs pure 2,6-DTBP); 2-tert-butylphenol (mono-alkylation, more volatile); and 2,6-di-tert-butyl-4-tert-butylphenol (further alkylation product). All components are hindered phenols with free-radical scavenging activity. The GC report provided on request by Sinolook shows the area percentages for each peak, allowing customers to verify that the primary 2,6-DTBP component meets their synthesis or formulation requirements. The total active phenol content ≥98% (sum of all hindered phenol components) is the product guarantee parameter.

Technical & Regulatory References

📐
Key Test Methods
GC area % (active phenol content ≥98%) · DSC/capillary (MP 36–38°C) · ASTM D482 (ash ≤0.01%) · ASTM D1209 (colour ≤30 APHA) · KFT (water ≤0.10%) · ASTM D93 (FP ~114°C - note lower than BHT) · ASTM D2272 RPVOT / D943 TOST (lubricant oxidation stability) · ASTM D873 (fuel induction period) · EN 14112 (biodiesel Rancimat ≥8h) · ASTM D3895 OIT (polymer) · ASTM D573 (rubber heat aging)
🏷
Applications / Standards
Lubricants (industrial, no food-grade requirement): API SP · ACEA C1–C5 (SAPS-free ✅) · IEC 60296 (transformer oil) · DIN 51524-2/3 HM · Fuels: ASTM D873/D2274 · EN 14214 (biodiesel) · Polymers (non-food-contact): Technical PE/PP/ABS/PVC · Synthetic rubber/EPDM · Adhesives/sealants · Synthesis intermediate: Higher-MW hindered phenol AO · Mannich bis-phenol products · Hindered phenol ester intermediates  ⚠  NOT approved for food/food-contact use (no EU E321 / FDA 21 CFR for CAS 14972-27-9)
Regulatory
CAS 14972-27-9 · EINECS registered · REACH: CAS 128-39-2 (2,6-DTBP main component) registered · TSCA listed · SAPS-free (C₁₄H₂₂O - zero Zn/P/S/metals) · GHS SDS available · ⚠ No EU food additive E-number; not FDA 21 CFR 172.185 approved for food use (contrast with BHT CAS 128-37-0 which is E321/FDA approved) · Flash point ~114°C: flammable liquid precautions apply in liquid/molten state · RoHS compliant
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Related Products - Phenolic Antioxidant Series
BHT (CAS 128-37-0) ✅ - food-grade capable, MP 70–72°C, higher persistence · 2,6-DTBP Mixture (CAS 14972-27-9) ✅ (this) - industrial, near-ambient MP, synthesis intermediate · Antioxidant L01 (higher-MW liquid phenol, lower volatility) · Antioxidant L57 (high-MW liquid, dual AO+lubricity)

2,6-DTBP Mixture · CAS 14972-27-9 · C₁₄H₂₂O · MW 206.32 · Purity ≥98% · MP 36–38°C · SAPS-Free · 25 kg / 500 kg Jumbo · COA/TDS/SDS · Industrial + Synthesis Grade

Request Pricing, TDS & Technical Support

Specify application (lubricant / fuel / polymer / rubber / synthesis intermediate), quantity, required purity tier (standard ≥98% total phenol, or ≥95% 2,6-DTBP main component for synthesis), packaging, and destination port. Standard COA (GC ≥98%, MP 36–38°C, ash, colour, water), TDS, SDS. GC component breakdown (main component vs congeners) available on request. Samples (50–500 g) for formulation trials.

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Phenolic Antioxidants Series:

BHT CAS 128-37-0 ✅ · 2,6-DTBP Mixture CAS 14972-27-9 ✅ (this) · Antioxidant L01 · L57  →  Complementary: Full ZDDP Series ✅

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