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Diisopropanolamine, Diisopropanol Amine, DIPA, 110-97-4

Diisopropanolamine, Diisopropanol Amine, DIPA, 110-97-4

DIISOPROPANOLAMINE (DIPA)

1. Chemical Identity and Material Classification

  • Chemical Name: Diisopropanolamine, 1,1'-Iminodi-2-propanol

  • Synonyms: DIPA, Bis(2-hydroxypropyl)amine, 2,2'-Dihydroxydipropylamine, Di-2-propanolamine

  • CAS Number: 110-97-4

  • Molecular Formula: C₆H₁₅NO₂

  • Molecular Weight: 133.19 g/mol

  • EC Number (EINECS): 203-820-9

  • MDL Number: MFCD00004531

  • Chemical Class: Secondary alkanolamine (secondary amine + diol)

  • INCI Name: Diisopropanolamine

  • UNII: 0W44HYL8T5

  • Beilstein Registry Number: 605363

2. Physical Properties

2.1 General Physical Properties

Property Value
Appearance (20°C) White to pale yellow crystalline solid
Physical state (20°C) Solid (melts slightly above room temperature)
Odor Fishy, ammoniacal (characteristic amine odor)
Melting point 42–45°C (108–113°F) – note: supercools; varies with grade
Boiling point (at 760 mmHg) 249–250°C (480–482°F)
Density (at 25°C) 1.004 g/cm³ (8.46 lb/gal at 25°C)
Specific gravity (water = 1) 0.99–1.004
Vapor pressure (at 20°C) 0.02 hPa (0.015 mmHg)
Vapor pressure (at 50°C) 0.035 mmHg
Vapor density (air = 1) >1 (heavier than air)
Refractive index (nD20) 1.4615–1.4635
Flash point (closed cup) 126–135°C (259–275°F) – combustible
Autoignition temperature 290–370°C (554–698°F)
Explosive limits (vol% in air) Lower: 1.1–1.6%; Upper: 5.4–8.0%

2.2 Thermal Properties

Parameter Value
Heat of combustion Not specified
Decomposition temperature >250°C (slow decomposition)
pKa (25°C) 14.54 ± 0.20 (predicted)

3. Solubility and Solution Properties

3.1 Solubility in Various Solvents

Solvent Solubility Temperature
Water 870 g/L (1200 g/L per Dow) 20–25°C
Water Completely miscible 20°C
Acetone 810 g/L 25°C
Methanol 670 g/L 25°C
Ethanol 9 g/L 25°C
Organic solvents Miscible with polar solvents 20°C

3.2 Aqueous Solution Properties

Parameter Value
pH (100 g/L solution, 20°C) 11.4 (strongly alkaline)
pH (870 g/L saturated solution) ~11–12
Surface tension (at 50°C, 323.15K) 34.5 mN/m
Viscosity (at 60°C) 84.19 mPa·s (cps)
log P (octanol/water) -0.79 to -0.82 (very hydrophilic)

4. Chemical Properties

4.1 Molecular Structure

DIPA is a secondary alkanolamine consisting of:

  • Two isopropanol groups (2-hydroxypropyl) attached to a central nitrogen atom

  • One secondary amine group (N-H) – reacts with acids, CO₂, H₂S, isocyanates

  • Two primary alcohol groups (OH) – undergo typical alcohol reactions

Structure: HOCH₂CH(CH₃)-NH-CH(CH₃)CH₂OH (branched)

4.2 Chemical Reactivity

Reaction Type Description
Acid neutralization Forms amine salts with mineral and organic acids
CO₂ absorption Forms carbamate salts (key for gas sweetening)
H₂S absorption Forms amine sulfides (gas purification)
Esterification With fatty acids → alkanolamide emulsifiers
Quaternization With alkylating agents → quaternary ammonium compounds
Epoxy reactions Reacts with epoxides → polyols
Isocyanate reaction Forms urethanes (polyurethane catalysts/intermediates)

4.3 Carbamate Formation (Gas Sweetening Mechanism)

Reaction: 2R₂NH + CO₂ ⇌ R₂NH₂⁺ + R₂NCOO⁻ (carbamate salt)

DIPA is particularly effective for CO₂ and H₂S removal via this reversible reaction, enabling solvent regeneration.

4.4 Stability

Parameter Behavior
Stability Stable under normal conditions
Hygroscopicity Hygroscopic (absorbs moisture from air)
Air sensitivity Turns yellow upon prolonged exposure to light and air (oxidation)
Storage stability Stable; discoloration does not affect performance

4.5 Incompatibilities

  • Strong oxidizing agents

  • Strong acids (exothermic neutralization)

  • Acid anhydrides and acid chlorides

  • Isocyanates

  • Carbon dioxide (forms solid carbamate under certain conditions)

5. Quality Specifications

5.1 Commercial Grade (DIPA)

Parameter Specification
Purity (DIPA, w/w) ≥ 95–99% (depending on grade)
Water content ≤ 0.5% (anhydrous grade)
Color (APHA) ≤ 50 (fresh; may yellow with age)
Melting point 42–45°C
Equivalent weight 133.19 g/eq
Freezing point (anhydrous) 44°C (111.2°F) – supercools; shows variation

5.2 Low Freeze Grade (DIPA LFG 90)

Parameter Specification
Composition 90% DIPA + 10% deionized water
Freezing point 23°C (73.4°F)
Density (at 25°C) 1.015 g/cm³
Viscosity (at 25°C) 790 cP
Form at 20°C Liquid (easier handling in cold climates)

5.3 Low Freeze Grade (DIPA LFG 85)

Parameter Specification
Composition 85% DIPA + 15% deionized water
Freezing point 13°C (55.4°F)
Density (at 25°C) 1.019 g/cm³
Viscosity (at 25°C) 450 cP
Form at 20°C Liquid (easiest handling in cold climates)

6. Production Methods

6.1 Reaction of Ammonia with Propylene Oxide

  • Reaction: NH₃ + 2CH₃CH(O)CH₂ → (HOCH₂CH(CH₃))₂NH

  • Process: Ammonia reacts with propylene oxide under controlled conditions → mixture of mono-, di-, and triisopropanolamines → separation by distillation

  • Coproducers: Monoisopropanolamine (MIPA) and Triisopropanolamine (TIPA)

6.2 Purification

  • Distillation under reduced pressure

  • Filtration to remove particulates

7. Industrial Applications

7.1 Gas Treating (Sulfinol Process – Primary Application)

Parameter Value
Application Removal of acid gases (CO₂, H₂S) from natural gas, refinery gas, synthesis gas
Typical concentration 40–45% DIPA in Sulfinol solvent
Process type Regenerable amine scrubbing
Mechanism DIPA forms reversible carbamate/sulfide salts at low temperature; releases acid gases upon heating
Advantages High capacity, low degradation, selective H₂S removal

7.2 Metalworking Fluids

Parameter Value
Application Tall oil amides for water-based metalworking fluids
Function Corrosion protection, lubricity improvement, foam suppression, friction reduction
Derivative DIPA + tall oil fatty acid → tall oil amide

7.3 Surfactants and Emulsifiers

Parameter Value
Application Neutralization of fatty acids and sulfonic acid-based surfactants
End products Detergents, emulsifiers, dispersants, wetting agents
Benefits Good solubilizer of oils and fats

7.4 Cement Grinding Aids

Parameter Value
Application Additive in cement production to improve grinding efficiency
Function Prevents agglomeration of cement particles
Typical dosage 0.01–0.1% by weight of cement

7.5 Corrosion Inhibitors

Parameter Value
Application Corrosion protection in metal processing, cooling water systems, cutting fluids
Mechanism Forms protective film on metal surfaces

7.6 Polyurethane Catalysts

Parameter Value
Application Catalyst for polyurethane foam production (rigid and flexible foams)
Function Promotes reaction between isocyanates and polyols

7.7 Coatings and Paints

Application Function
Paint strippers Neutralizes acidic components, acts as solvent
Coating formulations Neutralizing agent, pH adjuster
Electrodeposition coatings Used in cathodic electrocoat (E-coat) systems

7.8 Personal Care and Cosmetics

Parameter Value
Function pH adjuster, emulsifier, buffering agent
CIR status Approved for cosmetic use
Typical products Shampoos, conditioners, lotions, creams

7.9 Textile Industry

Parameter Value
Application Dyeing auxiliaries, finishing agents, scouring agents
Function pH control, emulsification

7.10 Agricultural Chemicals

Parameter Value
Application Neutralization of acidic herbicides (e.g., 2,4-D, glyphosate)
Function Forms water-soluble amine salts

7.11 Carbon Capture

Parameter Value
Application CO₂ capture from flue gas and industrial emissions
Mechanism DIPA enhances CO₂ solubility in blended amine solutions
Advantages Higher absorption capacity than MEA alone

7.12 Pharmaceuticals

Parameter Value
Application Chemical intermediate for active pharmaceutical ingredients (APIs)
Function Building block for synthesis

7.13 Other Applications

Sector Application
Paper industry Coating additives, paper processing
Photography Photographic chemical intermediates
Plastics Plasticizers, stabilizers
Urethanes Polyurethane additives, reaction intermediates

8. Comparison with Similar Alkanolamines

Property DIPA (Diisopropanolamine) DEA (Diethanolamine) MEA (Monoethanolamine)
Structure C₆H₁₅NO₂ C₄H₁₁NO₂ C₂H₇NO
Molecular weight 133.19 105.14 61.08
Melting point 42–45°C 28°C 10.5°C
Boiling point 249–250°C 268°C 170°C
Basicity Moderate High Very high
Gas treating selectivity Higher for H₂S Moderate Low
Viscosity at 20°C High (solid) High Low
Biodegradability Biodegradable Biodegradable Biodegradable

9. Toxicology and Safety

9.1 Acute Toxicity

Parameter Value
Oral LD₅₀ (rat) 4,765 mg/kg (moderately toxic)
Dermal LD₅₀ (rabbit) 8,000 mg/kg
Intraperitoneal LD₅₀ (mouse) 96 mg/kg

9.2 Irritation and Sensitization

Endpoint Classification
Skin irritation Not classified as irritant (based on available data)
Eye irritation Category 2 – Causes serious eye irritation
Skin sensitization Not a skin sensitizer
Respiratory sensitization Not a respiratory sensitizer

9.3 Chronic Toxicity

Endpoint Classification
Carcinogenicity Not classified as carcinogen (IARC/OSHA/ACGIH: not listed)
Mutagenicity Not mutagenic (AMES test negative)
Reproductive toxicity Not classified
STOT – single exposure Not classified
STOT – repeated exposure Not classified

9.4 Environmental Information

Parameter Value
Biodegradability Readily biodegradable
Ecotoxicity (fish) Low to moderate toxicity
Bioaccumulation Low potential (log P < 1)
WGK Germany 1 (low hazard to water)

9.5 Regulatory Information

Region Status
TSCA (US) Listed
REACH (EU) Registered (active)
FDA Permitted for certain indirect food contact uses
EU Cosmetics Permitted as pH adjuster/emulsifier
Canada DSL Listed
Australia AICS Listed

10. GHS Classification

Classification Category
Signal word Warning
Hazard statements H319 – Causes serious eye irritation
Precautionary statements P264, P280, P305+P351+P338, P337+P313
NFPA health 2
NFPA flammability 0
NFPA instability 0

11. Safety Precautions and Personal Protective Equipment (PPE)

  • Hazards:

    • Causes serious eye irritation (H319)

    • Hygroscopic – absorbs moisture from air

    • May cause respiratory tract irritation if heated (vapors)

    • Combustible – keep away from ignition sources

  • PPE (recommended):

    • Chemical safety goggles (EN 166) – mandatory due to eye hazard

    • Chemical-resistant gloves (nitrile or neoprene)

    • Protective clothing (chemical-resistant)

    • Respiratory protection: Type K (green) filter for ammonia derivatives if ventilation inadequate

  • Engineering controls:

    • Local exhaust ventilation (LEV) for heated applications

    • Eyewash stations and safety showers in immediate vicinity

  • First aid:

    • Eye contact: Rinse immediately with water for at least 15 minutes; remove contact lenses; get medical attention

    • Skin contact: Wash off immediately with soap and plenty of water; remove contaminated clothing

    • Inhalation: Remove to fresh air; if not breathing, give artificial respiration

    • Ingestion: Rinse mouth; do NOT induce vomiting; get medical attention

12. Handling and Storage

12.1 Handling Precautions

Parameter Recommendation
Ventilation Use adequate ventilation (local exhaust for heated applications)
Personal hygiene Wash thoroughly after handling; do not eat, drink, or smoke in work area
Spill response Sweep up or absorb with inert material; avoid dust generation

12.2 Storage Conditions

Parameter Requirement
Temperature Store below 30°C (room temperature)
Container Keep tightly closed in original container
Atmosphere Store under inert atmosphere (nitrogen) to prevent oxidation/discoloration
Incompatibles Separate from strong oxidizing agents, strong acids, acid chlorides, isocyanates
Environment Cool, dry, well-ventilated area

12.3 DIPA LFG 85/LFG 90 Storage

Parameter Requirement
Temperature Store above freezing point to maintain liquid state
Freezing point LFG90 23°C – store >23°C to prevent crystallization
Freezing point LFG85 13°C – store >13°C to prevent crystallization

13. Transport Information

Regulation Classification
UN Number 3259 (for solid amine) – check local regulations
ADR/RID Class 8 (Corrosive), Packing group III (for solid)
DIPA LFG85/LFG90 (solution) Not hazardous material for transport (per DOT)
DOT classification Not regulated as hazardous material for many grades
Hazard class 8 (Corrosive) for anhydrous solid
Proper shipping name Amines, solid, corrosive, n.o.s. or Diisopropanolamine

14. Synonyms and Common Names

  • English: Diisopropanolamine, DIPA, 1,1'-Iminodi-2-propanol, Bis(2-hydroxypropyl)amine, 2,2'-Dihydroxydipropylamine, Di-2-propanolamine

  • Trade names: DIPA Commercial Grade, DIPA LFG 85, DIPA LFG 90

  • Supplier trade names: Dequest, Proninol, Isopropanolamine blends

  • Chemical names: 1-(2-Hydroxypropylamino)propan-2-ol; N,N-Bis(2-hydroxypropyl)amine

15. Regulatory Status

Regulation Status
REACH (EC 1907/2006) Registered (active)
TSCA (US) Listed
EINECS 203-820-9
FDA Indirect food contact permitted
EU Cosmetics Regulation Permitted as pH adjuster/emulsifier
EPA (US) Listed as inert ingredient (40 CFR 180.950 – minimal risk)

16. Why Choose Diisopropanolamine? (Technical Summary)

Advantage Description
Effective acid gas removal Key component in Sulfinol process for natural gas sweetening (CO₂, H₂S)
Branched secondary amine structure Higher selectivity for H₂S over CO₂ compared to MEA/DEA
Good thermal stability Low degradation rates compared to primary amines
Excellent emulsifier Forms stable amides with fatty acids for metalworking fluids
Low corrosivity Less corrosive than MEA and DEA in gas treating applications
Hygroscopic (low freeze grades available) LFG85/LFG90 enable liquid handling in cold climates
Biodegradable Environmentally friendly; readily biodegradable
Versatile chemical intermediate Used in surfactants, polyurethanes, corrosion inhibitors, cement grinding aids
pH adjustment capability Effective neutralizing agent for acids; buffer capacity
Cost-effective Lower cost than specialized amines for many applications

Limitations:

  • Solid at room temperature – requires heated storage or use of LFG grades for cold climates

  • High viscosity – even LFG grades have high viscosity at lower temperatures

  • Eye irritation hazard – requires appropriate PPE (goggles)

  • Hygroscopic – absorbs moisture, affecting handling and storage

  • May discolor upon prolonged air/light exposure – yellowing does not affect performance for most applications but may be undesirable for certain uses

17. Typical Applications Summary Table

Sector Application Typical Concentration/Usage Alternatives
Natural Gas Acid gas removal (Sulfinol process) 40–45% of solvent MDEA, DIPA (also used), DEA
Metalworking Corrosion inhibitor, lubricity additive (as tall oil amide) 5–20% in concentrate DEA, TEA
Cement Grinding aid 0.01–0.1% by weight of cement TEA, glycols, other alkanolamines
Detergents Surfactant intermediate, emulsifier 2–10% in formulations DEA, MEA
Polyurethanes Catalyst, reaction intermediate 0.1–2% Other tertiary amines
Paints/Coatings Neutralizing agent, pH adjuster 0.1–1% AMP, other alkanolamines
Cosmetics pH adjuster, emulsifier 0.5–5% TEA, AMP
Agriculture Herbicide neutralization (2,4-D, glyphosate) Stoichiometric Other amine salts
Carbon Capture CO₂ absorption promoter 10–30% in blends MEA, MDEA, PZ
Textiles Dye auxiliaries, finishing agents 1–10 g/L Other alkanolamines

18. Product Grades Availability

Grade Composition Form at 20°C Freezing Point Applications
DIPA Commercial Grade (Anhydrous) ≥ 95–99% DIPA Solid (crystalline) 44°C (supercools) General industrial, gas treating, chemical synthesis
DIPA LFG 90 90% DIPA + 10% water Liquid 23°C Cold climates, easy handling
DIPA LFG 85 85% DIPA + 15% water Liquid 13°C Cold climates, easiest handling
DIPA low purity >90% DIPA (with isomers) Solid ~40°C Cost-effective for less demanding applications

19. Environmental Information

Parameter Value
Biodegradability Readily biodegradable
Hydrolysis Not applicable (does not hydrolyze in water)
Bioaccumulation Low (BCF < 100; log P < 1)
Aquatic toxicity (fish) 100–500 mg/L (low to moderate)
WGK classification 1 (low hazard to water) – Germany

20. Summary Table – Key Specifications at a Glance

Parameter Value
Product Name Diisopropanolamine (DIPA)
CAS Number 110-97-4
Molecular Formula C₆H₁₅NO₂
Molecular Weight 133.19 g/mol
Appearance (20°C) White to pale yellow crystalline solid
Odor Fishy, ammoniacal
Melting Point 42–45°C (108–113°F)
Boiling Point 249–250°C (480–482°F)
Density 1.004 g/cm³ at 25°C
Flash Point 126–135°C (259–275°F)
pH (100 g/L solution) 11.4 (strongly alkaline)
Water Solubility 870 g/L (fully miscible)
log P -0.79
Primary Applications Gas sweetening, metalworking fluids, cement grinding aids, surfactants, coatings
GHS Signal Word Warning
Hazard Statement H319 – Causes serious eye irritation
Biodegradability Readily biodegradable

This TDS is prepared in compliance with ISO 11014-1 format and is intended for gas processing engineers, metalworking fluid formulators, cement industry professionals, surfactant chemists, and procurement specialists. Certificates of Analysis (CoA), Safety Data Sheets (SDS), and sample validation reports are available upon request.

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