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Diethylene Glycol, Ethylene Glycol, Ethylene Diglycol, Diglycol, DEG, 111-46-6

Diethylene Glycol, Ethylene Diglycol, Diglycol, DEG, 111-46-6

DIETHYLENE GLYCOL (DEG)

Diethylene Glycol / 2,2'-Oxydiethanol / Diglycol / Ethylene Diglycol / DEG
CAS Number: 111-46-6
EC Number: 203-872-2

SECTION 1: PRODUCT IDENTIFICATION AND CHEMICAL IDENTITY

Parameter Information
Product Name Diethylene Glycol (DEG)
IUPAC Name 2,2'-Oxydiethanol
Other Names Diglycol, 2-(2-Hydroxyethoxy)ethanol, Bis(2-hydroxyethyl) ether, 3-Oxa-1,5-pentanediol, Ethylene Diglycol
CAS Number 111-46-6
EC Number (EINECS) 203-872-2
RTECS Number ID5950000
Molecular Formula C₄H₁₀O₃ / (HOCH₂CH₂)₂O
Molecular Weight 106.12 g/mol
Chemical Class Glycol ether (diol)
Appearance Clear, colorless, viscous liquid
Odor Practically odorless
Physical State (20°C) Liquid

Diethylene Glycol is a colorless, practically odorless, hygroscopic liquid obtained as a by-product of ethylene glycol production or produced by the hydration of ethylene oxide. Due to its molecular structure, it has a higher boiling point and viscosity compared to Monoethylene Glycol (MEG). It is widely used as a solvent, humectant, and intermediate in various industrial applications.

SECTION 2: SYNONYMS AND OTHER NAMES

Type Name
Common Names Diethylene Glycol, DEG, Diglycol, Ethylene Diglycol
Chemical Names 2,2'-Oxydiethanol, 2-(2-Hydroxyethoxy)ethanol, Bis(2-hydroxyethyl) ether, 3-Oxa-1,5-pentanediol
CAS Number 111-46-6
EC Number 203-872-2
RTECS Number ID5950000
HS Code 2909.49

SECTION 3: CHEMICAL STRUCTURE

3.1. Molecular Structure

Diethylene Glycol consists of two ethylene glycol units linked by an ether bond (-O-). It has two terminal hydroxyl groups (-OH) that provide its reactivity and hygroscopic properties.

Structural Formula:

HO - CH₂ - CH₂ - O - CH₂ - CH₂ - OH

Simplified Representation:
(HOCH₂CH₂)₂O

3.2. Molecular Formula

C₄H₁₀O₃

3.3. Molecular Weight

106.12 g/mol

3.4. Key Structural Features

Feature Description
Functional Groups Two hydroxyl (-OH), one ether (-O-)
Hydrogen Bonding Strong (due to two hydroxyl groups)
Reactivity Reacts with acids, bases, and isocyanates
Hygroscopicity High (absorbs moisture from air)
Solubility Miscible with water and many organic solvents

SECTION 4: PHYSICAL AND CHEMICAL PROPERTIES

Property Value
Appearance Clear, colorless, viscous liquid
Odor Practically odorless
Taste Sweet (WARNING: Toxic - do not ingest)
Molecular Formula C₄H₁₀O₃
Molecular Weight 106.12 g/mol
Density (20°C) 1.1155 – 1.1180 g/cm³
Melting Point -10.5 °C
Boiling Point (760 mmHg) 244 – 246 °C
Flash Point (Closed Cup) 124 °C
Autoignition Temperature 228 °C
Viscosity (20°C) 35.7 cP (mPa·s)
Vapor Pressure (20°C) < 0.01 mmHg
Refractive Index (n20/D) 1.4472 – 1.4478
Water Solubility Miscible in all proportions
Solubility in Ethanol Miscible
Solubility in Acetone Miscible
Solubility in Ether Miscible
Solubility in Benzene Partially soluble
Hygroscopicity High (absorbs moisture from air)
Surface Tension (20°C) 44.8 mN/m
Specific Heat (20°C) 2.25 J/g·°C
Dielectric Constant 31.7 (at 20°C)

SECTION 5: SPECIFICATIONS (TECHNICAL GRADE)

Parameter Specification Unit Test Method
Appearance Clear, colorless, particle-free - Visual
Purity (GC) Min. 99.50 % wt GC-FID
Water Content (Karl Fischer) Max. 0.10 % wt ASTM E203
Color (Pt-Co/APHA) Max. 10 - ASTM D1209
Acidity (as Acetic Acid) Max. 0.005 % wt ASTM D1613
Iron (Fe) Content Max. 0.5 ppm ASTM E394
Density (20°C) 1.1155 – 1.1180 g/cm³ ASTM D4052
Boiling Range (760 mmHg) 244 – 246 °C ASTM D1078
Freezing Point -10.5 °C ASTM D1177

SECTION 6: SOLUBILITY PROFILE

Solvent Solubility Conditions
Water Miscible All proportions
Ethanol Miscible All proportions
Acetone Miscible All proportions
Ether Miscible All proportions
Benzene Partially soluble 20°C
Toluene Partially soluble 20°C
Chloroform Miscible All proportions
Carbon Tetrachloride Partially soluble 20°C

SECTION 7: CHEMICAL PROPERTIES AND REACTIVITY

Property Description
Chemical Character Weakly acidic (due to hydroxyl groups)
Stability Stable under normal storage conditions
Hygroscopicity Absorbs moisture from air; should be stored in sealed containers
Reaction with Acids Forms esters (glycol esters)
Reaction with Isocyanates Forms polyurethanes
Reaction with Strong Oxidizers May cause fire or explosion
Dehydration Forms dioxane and other cyclic ethers at high temperatures
Incompatible Materials Strong oxidizers, strong acids, strong bases, isocyanates (uncontrolled)

SECTION 8: REACTION EQUATIONS

8.1. Esterification with Acids

DEG + R-COOH → DEG Ester + H₂O

8.2. Reaction with Isocyanates (Polyurethane Formation)

DEG + 2 R-NCO → Polyurethane + CO₂

8.3. Dehydration (High Temperature)

2 DEG → Dioxane + 2 H₂O

8.4. Oxidation with Strong Oxidizers

DEG + [O] → Degradation Products + Heat

SECTION 9: PRODUCTION METHOD

Diethylene Glycol is produced as a by-product of ethylene glycol manufacture or directly by the hydration of ethylene oxide.

Stage Process Description
1 Ethylene Oxide Hydration Ethylene oxide is hydrated with water under high pressure and temperature.
2 Separation The reaction mixture contains MEG, DEG, TEG, and higher glycols.
3 Distillation DEG is separated by fractional distillation.
4 Purification The product is purified to meet technical grade specifications.
5 Stabilization Inhibitors may be added to prevent degradation during storage.

SECTION 10: APPLICATIONS AND INDUSTRIAL USES

10.1. Polymer and Plastics Industry

Application Function
Unsaturated Polyester Resins Chain extender and soft segment component
Polyurethanes Chain extender for polyurethane elastomers and foams
Plasticizers Intermediate for DEG dibenzoate and other plasticizers
Alkyd Resins Component in alkyd resin production

10.2. Oil and Gas Industry

Application Function
Natural Gas Dehydration Pre-dehydrator before TEG or small-scale dehydrator
Aromatic Extraction Selective solvent for aromatic extraction
Hydrate Inhibition Prevents hydrate formation in pipelines

10.3. Printing and Textile Industry

Application Function
Textile Printing Pastes Humectant and solvent; prevents dye drying
Ink Formulations Solvent and humectant in printing inks
Dyeing Auxiliary Assists in dye penetration and fixation

10.4. Transportation and Aviation

Application Function
Aircraft De-icing Fluids Lowers freezing point; thickener for surface adhesion
Rail De-icing Prevents ice formation on tracks
Anti-freeze Industrial heat transfer fluids

10.5. Adhesives and Sealants

Application Function
Water-Based Adhesives Viscosity regulator, thinner, open time extender
Sealants Plasticizer and processing aid

10.6. Tobacco and Cosmetics

Application Function
Tobacco Humectant Industrial tobacco processing (strictly controlled)
Cosmetics PROHIBITED - do not use in cosmetics

WARNING: DEG is PROHIBITED for use in food, pharmaceuticals, and cosmetics due to severe toxicity.

SECTION 11: NAMING AND ALTERNATIVES

Name / Term Type Relationship to DEG
2,2'-Oxydiethanol IUPAC Name Identical molecule
Diglycol Trade / Short Name Identical molecule
Bis(2-hydroxyethyl) ether Chemical Name Identical molecule
DEG Abbreviation Identical molecule
Propylene Glycol (MPG) Functional Alternative DIFFERENT MOLECULE. Lower toxicity. Used where DEG is prohibited (food/cosmetics).
Triethylene Glycol (TEG) Higher Homolog DIFFERENT MOLECULE. Higher boiling point. Preferred for gas dehydration over DEG.
Ethylene Glycol (MEG) Lower Homolog DIFFERENT MOLECULE. More toxic (metabolized to oxalic acid). DEG is the dimer of MEG.
Glycerin Functional Alternative DIFFERENT MOLECULE. Natural humectant. Safer than DEG but less effective as a solvent.

SECTION 12: SAFETY AND HEALTH HAZARDS

12.1. Acute Toxicity

Parameter Value
Acute Oral Toxicity (LD50, Rat) ~ 12,500 mg/kg
Acute Dermal Toxicity (LD50, Rabbit) > 20,000 mg/kg
Acute Inhalation Toxicity Low risk (low vapor pressure)
Eye Irritation Mild irritant
Skin Irritation Mild irritant; may cause dryness with prolonged contact

12.2. Poisoning Symptoms

Phase Symptoms
Early (0-12 hours) Similar to alcohol intoxication (dizziness, slurred speech, nausea)
Late (12-72 hours) Severe metabolic acidosis, kidney failure, seizures, coma, death

CRITICAL WARNING: DEG has a sweet taste that can be misleading, especially to children and animals. It is HIGHLY TOXIC when ingested and can be fatal.

12.3. Target Organs

Organ Effect
Kidneys Acute renal failure; primary target organ
Liver Hepatotoxicity at high doses
Central Nervous System Depression, confusion, coma

SECTION 13: GHS CLASSIFICATION

Hazard Class Category H-Statement
Acute Toxicity (Oral) Category 4 H302
Specific Target Organ Toxicity - Repeated Exposure Category 2 H373

Signal Word: WARNING

Hazard Pictograms: GHS07 (Exclamation Mark), GHS08 (Health)

Hazard Statements (H-Codes):

Code Statement
H302 Harmful if swallowed.
H373 May cause damage to organs (kidney) through prolonged or repeated exposure.

SECTION 14: PRECAUTIONARY STATEMENTS (P-CODES)

Code Statement
P260 Do not breathe dust/fume/gas/mist/vapors/spray.
P264 Wash hands thoroughly after handling.
P270 Do not eat, drink or smoke when using this product.
P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell.
P330 Rinse mouth.
P501 Dispose of contents/container in accordance with local regulations.

SECTION 15: FIRST AID MEASURES

Route of Exposure Action to Be Taken
Inhalation Move to fresh air. If breathing difficulty occurs, seek medical attention.
Skin Contact Wash with plenty of soap and water. Remove contaminated clothing.
Eye Contact Rinse thoroughly with plenty of water for at least 15 minutes. Remove contact lenses. Seek medical attention.
Ingestion DO NOT INDUCE VOMITING (aspiration risk). Rinse mouth. Seek immediate medical attention. Antidote therapy (Fomepizole/Ethanol) may be required.

SECTION 16: FIRE-FIGHTING MEASURES

Parameter Information
Fire Hazard Combustible liquid (Flash point 124°C)
Suitable Extinguishing Media Water spray, CO₂, dry chemical powder, alcohol-resistant foam
Special Hazards Thermal decomposition produces toxic gases (CO, CO₂)
Protective Equipment Self-contained breathing apparatus (SCBA), full protective clothing

SECTION 17: ACCIDENTAL RELEASE MEASURES

Parameter Information
Personal Protection Protective goggles, chemical-resistant gloves, coverall
Ventilation Increase ventilation; use local exhaust in confined spaces
Containment Absorb with inert material (sand, vermiculite)
Cleaning Methods Collect with absorbent material. Avoid washing with water (spread).
Environmental Precautions Prevent entry into drains, sewers, and water bodies
Waste Disposal Dispose of in accordance with local regulations

SECTION 18: STORAGE AND SHELF LIFE

Parameter Information
Storage Conditions Store in a cool, dry, well-ventilated area. Protect from moisture.
Temperature Recommended: 15-40°C. Do not allow to freeze (-10°C).
Container Requirements Sealed, moisture-proof containers. Nitrogen blanket or desiccant breather recommended.
Materials to Avoid Strong oxidizers, strong acids, strong bases, isocyanates (uncontrolled)
Material Compatibility Stainless Steel (304, 316), Aluminum. Avoid: Copper and alloys (discoloration).
Shelf Life 12-24 months (under proper storage conditions)
Stability Note Hygroscopic; absorbs moisture from air. Store in sealed containers.

SECTION 19: PACKAGING OPTIONS

Packaging Type Quantity Material
Steel Drum 200 L Stainless steel / Carbon steel (lined)
IBC Tank 1000 L Stainless steel
Bulk Tanker 20 – 30 tons Stainless steel (with nitrogen blanket)
Small Containers 1 L, 5 L HDPE / Aluminum

SECTION 20: TRANSPORT INFORMATION

Parameter Information
UN Number Not applicable (not classified as dangerous goods)
Hazard Class Not classified as hazardous for transport
Packing Group Not applicable
ADR/RID Not regulated
IMDG Code Not regulated
IATA (Air) Not regulated
Marine Pollutant No
Transport Temperature Ambient temperature; protect from moisture.

SECTION 21: ENVIRONMENTAL INFORMATION

Parameter Information
Aquatic Toxicity Low toxicity to aquatic organisms
Biodegradability Readily biodegradable
Bioaccumulation Low potential (Log P ~ -1.5)
Mobility in Soil High (miscible with water)
Vapor Behavior Low vapor pressure; does not readily evaporate
Waste Disposal Incineration or disposal in accordance with local regulations

SECTION 22: REGULATORY INFORMATION

Region / Authority Status
European Union (REACH) Registered; industrial chemical
USA (TSCA) Listed
Turkey (KKDIK) Registered under chemical registration regulations
FDA PROHIBITED for food, drug, and cosmetic use
EU Cosmetics Regulation PROHIBITED (Annex II)
WHO Listed as a hazardous substance

SECTION 23: SECTORAL SUITABILITY AND REGULATORY STATUS

Sector / Application Suitability Regulatory Notes / Restrictions
Industrial Solvents Suitable / Approved Widely used in paints, inks, and industrial cleaning. Compliant with REACH and TSCA.
Plastics and Polymers Suitable / Approved Standard raw material for polyester resins and plasticizers (e.g., DEG Dibenzoate).
Natural Gas Dehydration Suitable / Approved Meets pipeline specification criteria for hydrate prevention.
Antifreeze / Coolants Conditionally Suitable Suitable for industrial heat transfer fluids and de-icers. DO NOT USE in automotive coolants where human/animal contact is possible (MEG or MPG preferred).
Food and Beverage Industry STRICTLY PROHIBITED Cannot be used as a sweetener, solvent, or humectant in any food product. Linked to fatal mass poisonings.
Pharmaceutical Industry STRICTLY PROHIBITED Prohibited by FDA and EMA as an excipient. Only MEG or PG USP grade are permitted.
Cosmetics and Personal Care STRICTLY PROHIBITED Prohibited by EU Cosmetics Regulation (EC) No 1223/2009 and FDA.
Tobacco Processing Technically Suitable Used as a tobacco humectant in some regions; subject to strict purity testing.

SECTION 24: FORMULATION RECIPES AND GUIDELINES

Disclaimer: The following ratios are starting formulation examples for industrial applications. Exact ratios may vary depending on final product specifications and raw material purity.

24.1. Textile Printing Paste (Humectant Recipe)

Purpose: Prevent screen clogging and dye drying during rotary printing.

Component Parts by Weight Function
Alginate Thickener (Stock Paste) 80 – 85 Viscosity carrier
Diethylene Glycol (DEG) 5 – 10 Humectant / Solvent
Urea 5 – 10 Dye solvent / Auxiliary
Defoamer 0.5 Processing aid
Water / Dye Solution Q.S. to 100 Medium

24.2. Industrial Hard Surface Cleaner (Low Foaming)

Purpose: Degreasing of metal parts with low volatility.

Component % Weight Function
Diethylene Glycol (DEG) 15 – 25 Coupling agent / Solvent
Sodium Metasilicate 2 – 5 Builder (alkalinity)
Nonionic Surfactant (EO/PO Block) 3 – 7 Cleaning power
Tetrasodium EDTA 1 – 2 Chelating agent
Water Q.S. to 100 Medium

24.3. Aircraft De-icing Fluid (Type I Fluid Base)

Purpose: Freeze point depression and surface wetting.

Component % Weight (Typical Range) Function
Water 40 – 50 Primary solvent
Propylene Glycol (MPG) 40 – 50 Primary freeze point depressant
Diethylene Glycol (DEG) 5 – 10 Viscosity enhancer and dwell time extender
Surfactant Package 0.5 – 1.0 Wetting agent
Corrosion Inhibitor 0.1 – 0.5 Triazole/benzoate blend

SECTION 25: TECHNICAL RECOMMENDATIONS AND BEST PRACTICES

Based on the physical properties analysis, the following operational recommendations are provided:

  1. Temperature Management for Pumping:

    • Issue: DEG viscosity is ~36 cP at 20°C and freezes at -10°C.

    • Recommendation: In cold climates, storage tanks and transfer lines should be equipped with heating jackets and insulation to maintain a minimum temperature of 15-20°C. Failure to do so may result in cavitation in centrifugal pumps and incomplete tank emptying due to high wall adhesion.

  2. Moisture Protection (Critical Quality Control):

    • Issue: DEG is extremely hygroscopic. If left open to the atmosphere, it can absorb up to 30% of its weight in water, diluting purity and reducing boiling point/efficiency.

    • Recommendation: Storage tanks should always be blanketed with dry nitrogen (N₂) or fitted with a silica gel moisture trap on the tank vent. Never use compressed air for transfer, as it introduces atmospheric moisture into the tank.

  3. Seal and Gasket Selection:

    • Issue: DEG is a mild solvent for certain rubber types.

    • Recommendation: Use EPDM (Ethylene Propylene Diene Monomer) or PTFE (Teflon) gaskets. Avoid natural rubber or nitrile (Buna-N) unless specifically rated for glycol service, as swelling may occur over time.

  4. Analytical Substitution Warning (Cross-Contamination Risk):

    • Issue: The sweet taste and clear appearance can lead to accidental mixing in small-scale production (e.g., mixing PG drums with DEG drums).

    • Recommendation: Drums should be clearly labeled and ideally color-coded (e.g., DEG: Orange stripe / PG: Green stripe). DEG should be stored in a physically separate area from food or cosmetic-grade raw materials to prevent cross-contamination.

SECTION 26: QUICK REFERENCE TABLE

Property Value
CAS Number 111-46-6
EC Number 203-872-2
Molecular Formula C₄H₁₀O₃
Molecular Weight 106.12 g/mol
Appearance Clear, colorless liquid
Odor Practically odorless
Density (20°C) 1.1155 – 1.1180 g/cm³
Boiling Point 244 – 246 °C
Flash Point 124 °C
Viscosity (20°C) 35.7 cP
Water Solubility Miscible
Primary Uses Solvent, humectant, intermediate, gas dehydration
Shelf Life 12-24 months
UN Number Not applicable
GHS Signal Word WARNING

SECTION 27: CRITICAL NOTICES AND BEST PRACTICES

CRITICAL NOTICES:

  1. Toxicity: Diethylene Glycol is HIGHLY TOXIC when ingested. It has a sweet taste that can be misleading, especially to children and animals. It is STRICTLY PROHIBITED in food, pharmaceuticals, and cosmetics.

  2. Sweet Taste Warning: The sweet taste of DEG is a dangerous characteristic. NEVER use DEG as a sweetener or sugar substitute. Historical incidents have involved fatal poisonings due to DEG contamination in syrups and other products.

  3. Hygroscopic Nature: DEG is extremely hygroscopic and absorbs moisture from the air. Store in sealed containers with a nitrogen blanket or desiccant breather to maintain purity.

  4. Viskozite: DEG has significantly higher viscosity (35.7 cP at 20°C) compared to water (1 cP) and MEG (16 cP). Pumping and handling equipment must be designed accordingly.

  5. Incompatibility: DEG is incompatible with strong oxidizers, strong acids, and strong bases. Reaction with these materials may cause fire, explosion, or toxic gas release.

  6. Düzenleyici Durum: DEG is prohibited in food, pharmaceuticals, and cosmetics by FDA, EMA, EU Cosmetics Regulation, and other regulatory bodies worldwide.

  7. Cross-Contamination: Due to its similar appearance to PG and other glycols, strict labeling and storage segregation are essential to prevent accidental use in prohibited applications.

  8. First Aid: In case of ingestion, DO NOT INDUCE VOMITING (aspiration risk). Seek immediate medical attention. Antidote therapy (Fomepizole/Ethanol) may be required.

BEST PRACTICE RECOMMENDATIONS:

  • Storage: Store in a cool, dry, well-ventilated area. Maintain 15-40°C. Use nitrogen blanket or desiccant breather. Avoid freezing.

  • Handling: Use chemical-resistant gloves (neoprene, butyl rubber), protective goggles, and appropriate clothing.

  • Transfer: Use sealed transfer systems. Avoid compressed air for transfer. Use stainless steel or aluminum equipment.

  • Labeling: Clearly label all containers. Use color-coding to distinguish from other glycols (PG, MEG, TEG).

  • Segregation: Store DEG separately from food, pharmaceutical, and cosmetic raw materials to prevent cross-contamination.

  • Training: Train personnel on the toxicity hazards and proper handling procedures.

  • Waste Management: Dispose of DEG and contaminated materials in accordance with local regulations.

LEGAL DISCLAIMER:

This Technical Data Sheet (TDS) is for informational purposes only and is prepared based on available technical data. The user is solely responsible for determining the suitability of the product for their specific application and for complying with all local, national, and international regulations. For complete safety, storage, handling, transport, waste, and regulatory compliance information, the official Safety Data Sheet (SDS/MSDS) provided by the manufacturer/supplier must be consulted. Diethylene Glycol is a toxic substance and should be handled with extreme caution. NEVER USE IN FOOD, PHARMACEUTICAL, OR COSMETIC PRODUCTS. This document does not substitute professional or medical advice.

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