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Tributyl Citrate, Butyl Citrate, TBC, 77-94-1

Tributyl Citrate, Butyl Citrate, TBC, 77-94-1

TRIBUTYL CITRATE (TBC)
Citric Acid Tributyl Ester - Tri-n-butyl Citrate
CAS: 77-94-1

Product Name Tributyl Citrate (TBC)
CAS Number 77-94-1
EC Number 201-071-2
Chemical Class Citric Acid Ester (Plasticizer)
Synonyms Tributyl Citrate, TBC, Citric Acid Tributyl Ester, Tri-n-butyl Citrate, Tributyl 2-hydroxypropane-1,2,3-tricarboxylate, Butyl Citrate, Citroflex 4

ITEM 1: PRODUCT IDENTITY AND NOMENCLATURE

Parameter Description
IUPAC Name Tributyl 2-hydroxypropane-1,2,3-tricarboxylate
Chemical Formula C₁₈H₃₂O₇
Molecular Weight 360.4 g/mol
CAS Number 77-94-1
EC Number 201-071-2
Synonyms Tributyl Citrate, TBC, Citric Acid Tributyl Ester, Tri-n-butyl Citrate, Butyl Citrate, Citroflex 4, Morflex TBC, Tributyl 2-hydroxypropane-1,2,3-tricarboxylate
HS Code 2918.15.00.00.00
REACH Status Registered and compliant

Description: Tributyl Citrate (TBC) is a triester of citric acid and butanol. It is a high-efficiency, phthalate-free plasticizer derived from natural citric acid (obtained from corn fermentation). It is approved for use in food packaging, medical products, children's toys, pharmaceuticals, flavors and fragrances, cosmetics, and other industries across Europe and other regions. TBC imparts excellent cold resistance, water resistance, and mold resistance to finished products. It exhibits excellent transparency and flexibility at low temperatures, low volatility, low extractability in various environments, and good thermal stability without color change upon heating.

ITEM 2: CHEMICAL STRUCTURE AND MOLECULAR PROPERTIES

Parameter Description
Chemical Family Citric Acid Ester (Phthalate-free Plasticizer)
Structure Triester of citric acid with three butyl groups
Functional Groups Three ester groups (-COO-), one hydroxyl (-OH)
Molecular Structure HO-C(COOC₄H₉)(CH₂COOC₄H₉)₂
SMILES CCCCOC(=O)CC(O)(CC(=O)OCCCC)C(=O)OCCCC
InChI Key ZFQCYQNBOHEZTG-UHFFFAOYSA-N
Bio-based Content Derived from natural citric acid
Source Citric acid from corn fermentation

Structural Formula:

text

      O
      ||
C₄H₉-O-C-CH₂
     |
HO-C-CH₂-C-O-C₄H₉
     |    ||
     O    O
     ||
C₄H₉-O-C

Description: Tributyl Citrate is a triester of citric acid with three butyl groups. The molecule contains a central hydroxyl group (-OH) and three ester groups (-COO-). This structure provides excellent compatibility with various polymers, high plasticizing efficiency, and good thermal stability. The presence of the hydroxyl group also imparts improved water resistance compared to acetylated citrate esters.

ITEM 3: PHYSICAL APPEARANCE AND FORM

Parameter Specification Test Method
Appearance Slightly yellowish, transparent liquid Visual Inspection
Physical Form Liquid (oily) Visual Inspection
Color Slightly yellowish to colorless Visual Inspection
Odor Fruity, mild Organoleptic
Clarity Clear, free from sediment Visual Inspection

Description: Tributyl Citrate is a slightly yellowish to colorless, clear, transparent liquid with a mild fruity odor. It is supplied as a free-flowing liquid with high purity (>97.0%). The product contains no visible sediment or turbidity.

ITEM 4: PHYSICAL PROPERTIES

Property Specification Typical Value Test Method
Density (20°C) 1.040 – 1.050 g/cm³ 1.043 g/cm³ ASTM D4052
Density (25°C) 1.035 – 1.045 g/cm³ 1.043 g/cm³ ASTM D4052
Refractive Index (20°C) 1.443 – 1.445 1.444 ASTM D1218
Viscosity (25°C) ~30 cP 30 cP
Surface Tension ~32 dyn/cm
Water Solubility 0.02% (w/w)
Flash Point 300 °C 300 °C ASTM D93

Description: Tributyl Citrate is a slightly viscous liquid with a density of approximately 1.043 g/cm³. Its refractive index is around 1.444. The product has very low water solubility (0.02% w/w), contributing to its excellent water resistance in applications. Its high flash point (300°C) indicates very low flammability and excellent thermal stability.

ITEM 5: THERMAL PROPERTIES

Property Specification / Value Test Method
Melting Point -20 °C DSC
Freezing Point -20 °C DSC
Boiling Point 169 – 171 °C (at 0.5 mmHg)
Boiling Point (760 mmHg) ~350 °C (decomposes)
Flash Point 300 °C ASTM D93
Auto-ignition Temperature ~315 °C
Vapor Pressure (20°C) < 0.01 mmHg
Thermal Stability Good; no color change upon heating

Description: Tributyl Citrate has a low melting point of -20°C and remains liquid over a wide temperature range. Its boiling point is 169-171°C at reduced pressure (0.5 mmHg), and it decomposes at higher temperatures under atmospheric pressure. The flash point is 300°C, indicating very low flammability. Its excellent thermal stability ensures no color change upon heating during processing.

ITEM 6: SOLUBILITY AND MISCIBILITY

Solvent / Medium Solubility / Miscibility
Water Very slightly soluble (0.02% w/w)
Ethanol (Alcohol) Completely miscible
Acetone Completely miscible
Ether Completely miscible
Benzene Completely miscible
Toluene Completely miscible
Chloroform Completely miscible
Methanol Completely miscible
Mineral Oils Completely miscible
Vegetable Oils Completely miscible
PVC High compatibility
Cellulose Acetate Good compatibility
Polystyrene Good compatibility
Polyvinyl Chloride (PVC) Excellent compatibility

Description: Tributyl Citrate is very slightly soluble in water (0.02% w/w) but completely miscible with most organic solvents including ethanol, acetone, ether, benzene, toluene, chloroform, methanol, mineral oils, and vegetable oils. It shows high compatibility with PVC, cellulose acetate, polystyrene, and other polymers, making it an effective plasticizer for a wide range of applications.

ITEM 7: PURITY AND ANALYTICAL SPECIFICATIONS

Parameter Specification Typical Value Test Method
Purity (GC) ≥ 97.0% 98.0% GC
Purity ≥ 98.0% (premium grade) 99.0% GC
Acid Value (mg KOH/g) ≤ 0.20 0.10 Titration
Water Content (Karl Fischer) ≤ 0.20% 0.05% Karl Fischer
Color (APHA) ≤ 50 20 ASTM D1209
Density (20°C) 1.040 – 1.050 g/cm³ 1.043 ASTM D4052
Refractive Index (20°C) 1.443 – 1.445 1.444 ASTM D1218
Heavy Metals (Pb) ≤ 10 ppm <5 ppm ICP-MS
Arsenic (As) ≤ 2 ppm <1 ppm ICP-MS
Appearance Clear liquid Clear liquid Visual
Odor Fruity Fruity Organoleptic

Description: Tributyl Citrate is supplied in high purity (≥97.0%). Premium grades may exceed 98.0% purity. Low acid value and water content indicate high quality and ester stability. Heavy metal content is within strict limits for food contact and medical applications.

ITEM 8: PLASTICIZER PERFORMANCE PROPERTIES

Property Performance Description
Plasticizing Efficiency High; provides excellent flexibility and elongation
Cold Resistance Excellent; maintains flexibility at low temperatures
Water Resistance Excellent; low water extractability
Mold Resistance Good; resists fungal growth
Heat Stability Excellent; no color change upon heating
Light Stability Good; minimal yellowing under UV exposure
Volatility Low; minimal weight loss during processing
Extractability Low in various media (water, oil, solvents)
Transparency Excellent; clear, non-yellowing
Migration Low; good permanence
Compatibility Excellent with PVC, cellulose acetate, PS
Toxicity Low; phthalate-free, FDA approved
Biodegradability Readily biodegradable

Comparison with Other Plasticizers:

Property TBC ATBC DOP
Plasticizing Efficiency Good Excellent Excellent
Cold Resistance Excellent Very Good Good
Water Resistance Excellent Good Good
Heat Stability Excellent Excellent Good
Volatility Low Very Low Medium
Phthalate-free Yes Yes No
FDA Approval Yes Yes Limited
Biodegradability Good Good Poor

Description: Tributyl Citrate offers an excellent balance of plasticizing properties. It provides high plasticizing efficiency, excellent cold resistance, water resistance, and mold resistance. Its low volatility and low extractability ensure long-term performance in various environments. The product exhibits excellent transparency and flexibility, especially at low temperatures, making it suitable for applications requiring clarity and cold flexibility.

ITEM 9: PLASTIC AND POLYMER APPLICATIONS

Application Function / Description
PVC Production Primary plasticizer for flexible PVC
Cellulose Acetate Plasticizer and compatibilizer
Cellulose Nitrate Plasticizer
Polystyrene (PS) Plasticizer, processing aid
Polyvinyl Acetate (PVAc) Plasticizer
Polymethyl Methacrylate (PMMA) Plasticizer, processing aid
Polyamide (PA) Plasticizer (limited)
Polyurethane Plasticizer (limited)
Biodegradable Polymers Plasticizer for PLA, PBAT, and other biopolymers
Resins Plasticizer, softener
Coatings Film former, plasticizer
Adhesives Plasticizer, flexibility enhancer
Printing Inks Plasticizer, solvent

Usage Levels:

Application Typical Concentration
PVC (Flexible) 20 – 40%
Cellulose Acetate 15 – 30%
Polystyrene 5 – 15%
Polymethyl Methacrylate 5 – 15%
Biodegradable Polymers 10 – 25%

Description: In the plastics industry, Tributyl Citrate is used as a primary plasticizer for PVC, cellulose acetate, cellulose nitrate, and other polymers. It imparts flexibility, durability, and processability to polymer formulations. Its excellent compatibility with biodegradable polymers makes it suitable for PLA, PBAT, and other bio-based materials. The product provides excellent transparency, cold resistance, and low migration.

ITEM 10: FOOD PACKAGING APPLICATIONS

Application Function / Description
Food Packaging Films Plasticizer for PVC films
Cling Films Plasticizer, flexibility
Food Containers Plasticizer for packaging materials
Bottle Caps Plasticizer for PVC and PE closures
Seals Plasticizer for sealing materials
Food Wraps Plasticizer for transparent wraps
Blister Packaging Plasticizer for PVC blister packs
Lidding Films Plasticizer, flexibility

Regulatory Approvals:

Region Status
EU Approved for food contact (Regulation (EU) No 10/2011)
USA FDA 21 CFR approved
Japan Approved
China Approved

Description: Tributyl Citrate is approved for food packaging applications in Europe, the USA, Japan, China, and many other countries. It is used as a plasticizer in PVC films, cling films, food containers, bottle caps, seals, and other food contact materials. Its low migration and low extractability ensure the safety of food packaging applications.

ITEM 11: MEDICAL AND PHARMACEUTICAL APPLICATIONS

Application Function / Description
Medical Devices Plasticizer for medical PVC
Medical Tubing Plasticizer for IV tubes, catheters
Blood Bags Plasticizer for blood collection bags
Pharmaceutical Packaging Plasticizer for blister packs, bottles
Drug Delivery Systems Plasticizer for transdermal patches
Medical Bags Plasticizer for IV bags, drainage bags
Tablet Coatings Plasticizer for film coatings
Pharmaceutical Excipients Excipient for oral formulations
Ointment Bases Emollient, carrier

Description: In medical and pharmaceutical applications, Tributyl Citrate is used as a plasticizer for medical PVC products including medical tubing, IV tubes, catheters, blood bags, and medical bags. It is also used in pharmaceutical packaging, tablet coatings, and as an excipient. Its low toxicity and FDA approval make it suitable for these sensitive applications. It offers an alternative to phthalate plasticizers in medical applications.

ITEM 12: CHILDREN'S TOY AND BABY PRODUCT APPLICATIONS

Application Function / Description
Children's Toys Plasticizer for soft PVC toys
Baby Products Plasticizer for baby care items
Teething Rings Plasticizer for safe baby products
Soft Toys Plasticizer for flexible materials
Play Mats Plasticizer for soft mats
Inflatable Toys Plasticizer for PVC inflatables
Baby Bottle Nipples Plasticizer (special grades)

Description: Tributyl Citrate is approved for use in children's toys and baby products in many countries. Its low toxicity, phthalate-free composition, and excellent compatibility with soft PVC make it suitable for teething rings, soft toys, play mats, and other children's products. It provides an alternative to phthalate plasticizers, which are restricted in many jurisdictions.

ITEM 13: COSMETIC AND PERSONAL CARE APPLICATIONS

Application Function / Description
Nail Polishes Plasticizer, film former
Hair Sprays Plasticizer, film former
Creams and Lotions Emollient, carrier
Perfumes Solvent, carrier
Makeup Products Plasticizer, film former
Sun Care Products Carrier, plasticizer
Skin Care Products Emollient, carrier
Deodorants Carrier, solvent
Shaving Products Carrier, emollient

Description: In cosmetics, Tributyl Citrate is used as a plasticizer in nail polishes and hair sprays. It provides flexibility and durability to nail polish films. Its non-toxic and non-irritating profile makes it suitable for various personal care applications. It can also function as a carrier, solvent, and emollient in creams, lotions, and perfume formulations.

ITEM 14: ADHESIVE AND SEALANT APPLICATIONS

Application Function / Description
Adhesives Plasticizer, flexibility enhancer
Hot Melt Adhesives Plasticizer, viscosity modifier
Pressure-sensitive Adhesives Plasticizer, tackifier
Sealants Plasticizer, flexibility
Construction Adhesives Plasticizer, durability
Packaging Adhesives Plasticizer, flexibility
Tape Adhesives Plasticizer, tackifier

Description: In adhesives and sealants, Tributyl Citrate is used as a plasticizer and flexibility enhancer. It improves adhesion, flexibility, and durability of adhesive formulations. It is compatible with various adhesive systems including hot melt, pressure-sensitive, and construction adhesives.

ITEM 15: FLAVOR AND FRAGRANCE APPLICATIONS

Application Function / Description
Flavors Solvent, carrier
Fragrances Solvent, carrier, fixative
Essential Oils Solvent, carrier
Flavoring Agents Carrier, diluent
Fragrance Fixatives Fixative, carrier

Description: Tributyl Citrate is used in flavors and fragrances as a solvent, carrier, and fixative. Its mild fruity odor and low toxicity make it suitable for use in flavor and fragrance formulations. It is also used as a carrier for essential oils and aroma compounds.

ITEM 16: DETERGENT AND CLEANING APPLICATIONS

Application Function / Description
Liquid Detergents Solvent, plasticizer
Industrial Cleaners Solvent, carrier
Surface Cleaners Solvent, plasticizer
Household Cleaners Solvent, carrier
Specialty Cleaners Solvent, plasticizer

Description: In detergents and cleaning applications, Tributyl Citrate is used as a solvent, carrier, and plasticizer. Its excellent solvency and compatibility make it suitable for various cleaning formulations.

ITEM 17: SECTOR COMPATIBILITY MATRIX

Industry Suitability Application Notes
Plastics & Polymers Excellent PVC plasticizer, cellulose acetate, biopolymers High compatibility
Food Packaging Excellent PVC films, containers, seals FDA, EU approved
Medical Devices Excellent Medical tubing, blood bags, catheters Low toxicity, phthalate-free
Children's Toys Excellent Soft PVC toys, baby products Phthalate-free, safe
Cosmetics Good Nail polish, hair sprays, creams Non-toxic, non-irritating
Adhesives Good Plasticizer, flexibility enhancer Good compatibility
Flavors & Fragrances Good Solvent, carrier, fixative Mild odor, low toxicity
Pharmaceuticals Good Excipient, tablet coating plasticizer FDA approved
Detergents & Cleaners Good Solvent, carrier Moderate use
Biodegradable Polymers Excellent PLA, PBAT plasticizer High compatibility

ITEM 18: SAFETY AND TOXICOLOGICAL PROFILE

Parameter Description
Acute Oral Toxicity (LD50) > 5,000 mg/kg (very low toxicity)
Acute Dermal Toxicity Very low
Skin Irritation Non-irritating
Eye Irritation Mild irritant
Skin Sensitization Non-sensitizing
Carcinogenicity Not classified
Mutagenicity Not classified
Reproductive Toxicity Not classified
FDA Status Approved for food contact
EU Approval Approved for food contact
Biodegradability Readily biodegradable
Phthalate-free Yes

Description: Tributyl Citrate has very low toxicity (LD50 > 5,000 mg/kg) and is considered safe for use in food packaging, medical devices, and children's toys. It is non-irritating to the skin and non-sensitizing. It is not classified as carcinogenic, mutagenic, or reproductive toxicant. It is readily biodegradable and phthalate-free, making it an environmentally friendly alternative to traditional phthalate plasticizers.

ITEM 19: HANDLING, STORAGE, AND SHELF LIFE

Parameter Description
Storage Temperature 15 – 30°C
Storage Conditions Cool, dry, well-ventilated area
Light Protect from direct sunlight
Materials to Avoid Strong oxidizers, acids, bases
Packaging Materials Stainless steel, HDPE, glass
Shelf Life 24 months (unopened, recommended conditions)
Signs of Degradation Color darkening, acidity increase, odor change
Incompatibilities Strong oxidizers, strong acids, strong bases

PACKAGING INFORMATION

Parameter Description
Standard Packaging 200 kg steel drums
Bulk Packaging 1000 kg IBC, ISO containers
Small Packaging 25 L jerrycans, 1 L laboratory bottles
Packaging Materials Steel, HDPE, glass

ITEM 20: SYNONYMS AND ALIASES

Name Description
Tributyl Citrate Most common name
TBC Abbreviation
Citric Acid Tributyl Ester Chemical name
Tri-n-butyl Citrate Chemical name
Butyl Citrate Short name
Citroflex 4 Trade name
Morflex TBC Trade name
Tributyl 2-hydroxypropane-1,2,3-tricarboxylate IUPAC name
1,2,3-Propane-tricarboxylic acid, 2-hydroxy-, tributyl ester Chemical name
C18H32O7 Chemical formula

QUALITY AND CERTIFICATION SUMMARY

Certificate / Standard Status
ISO 9001:2015 Certified manufacturing sites
REACH (EC 1907/2006) Registered and compliant
FDA 21 CFR Approved for food contact
EU Regulation (EC) No 10/2011 Approved for food contact
USP/EP Pharmaceutical grade available
Halal Available upon request
Kosher Available upon request
Vegan Suitable

Disclaimer: This Technical Data Sheet provides typical values for reference purposes only. All values are based on standard laboratory measurements and do not constitute a binding specification. For binding properties, please request the Certificate of Analysis (COA) for each specific batch. The user is solely responsible for determining product suitability for their intended application and for compliance with all applicable regulations. Safety Data Sheet (SDS) must be requested from the supplier before use.

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