3236-54-2

Basic information

• Product Name: 2,4,4-trimethylhexane-1,6-diamine
• Synonyms: 2,4,4-trimethylhexane-1,6-diamine;1,6-Hexanediamine, 2,4,4-trimethyl-;2,4,4-TRIMETHYLHEXAMETHYLENEDIAMINE;1,6-DIAMINO-2,4,4-TRIMETHYLHEXANE;2,4,4-TRIMETHYL-1,6-HEXANEDIAMINE;3,3,5-Trimethyl-1,6-hexanediamine;Einecs 221-793-1
• CAS NO: 3236-54-2
• Molecular Formula: C9H22N2
• Molecular Weight: 158.28438
• EINECS: 221-793-1
• Mol File: 3236-54-2.mol

Chemical Properties

• Boiling Point: 224.1 °C at 760 mmHg
• Flash Point: 102.4 °C
• Appearance: /
• Density: 0.856 g/cm³
• Vapor Pressure: 0.0929mmHg at 25°C
• Refractive Index: 1.461
• CAS DataBase Reference: 2,4,4-trimethylhexane-1,6-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,4-trimethylhexane-1,6-diamine(3236-54-2)
• EPA Substance Registry System: 2,4,4-trimethylhexane-1,6-diamine(3236-54-2)

Safety Data

• RIDADR: 2327
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 3236-54-2(Hazardous Substances Data)

Usage

Uses

Used in Adhesives Industry:
2,4,4-trimethylhexane-1,6-diamine is used as a curing agent for epoxy resins, which are essential in the production of high-strength adhesives. Its role in hardening the epoxy contributes to the adhesive's durability and performance.
Used in Coatings Industry:
In the coatings industry, 2,4,4-trimethylhexane-1,6-diamine serves as a curing agent for epoxy resins, enhancing the strength and durability of the coatings applied in various settings, including automotive, marine, and industrial protective coatings.
Used in Electrical Insulation Industry:
2,4,4-trimethylhexane-1,6-diamine is utilized as a curing agent in the production of epoxy resins for electrical insulation. Its contribution to the hardening process ensures the insulation's resistance to electrical stress and environmental factors.
Used in Manufacturing of Polyurethane and Polyamide Resins:
2,4,4-trimethylhexane-1,6-diamine is employed in the synthesis of polyurethane and polyamide resins, which are used in the production of plastics, elastomers, and fibers with specific properties tailored to various applications.
Used in Pharmaceutical and Agricultural Product Production:
This chemical compound also finds application in the manufacturing processes of certain pharmaceuticals and agricultural products, where its reactivity is leveraged to produce desired effects or improve product performance.
Due to the potential hazards associated with 2,4,4-trimethylhexane-1,6-diamine's reactivity, it is imperative to implement proper handling and safety measures during its use in any industry.

InChI:InChI=1/C9H22N2/c1-8(7-11)6-9(2,3)4-5-10/h8H,4-7,10-11H2,1-3H3

Synthetic route

2,4,4-Trimethyl-adiponitril (1068-18-4) + 2,2,4-Trimethyl-adiponitril (919-97-1) → 2,2,4-trimethylhexamethylenediamine (3236-53-1) + 2,4,4-trimethylhexamethylenediamine (3236-54-2)

Conditions	Yield
With ammonia; hydrogen; Raney-type cobalt catalyst at 120℃; under 187519 Torr; for 6h; Product distribution / selectivity;
With ammonia; hydrogen; Raney-type cobalt catalyst at 120℃; under 187519 Torr; for 6h; Product distribution / selectivity;

2,2,4-trimethylhexamethylenediamine (3236-53-1) + 2,4,4-trimethylhexamethylenediamine (3236-54-2) + Hexamethylene diisocyanate (822-06-0) + polydimethylsiloxane DMS-A15, chain-end-functionalized with 3-aminopropyl, equivalent molecular weight 2500 g/mol → urea-siloxane polymer, composed of amino-terminated polydimethylsiloxane oligomer, hexamethylene diisocyanate and 2,2(4),4-trimethyl-1,6-diaminohexane, ratio siloxane diamine/diaminohexane 4:1, molecular weight 23790 g/mol

Conditions	Yield
In tetrahydrofuran at 20℃; for 2h;

2,2,4-trimethylhexamethylenediamine (3236-53-1) + 2,4,4-trimethylhexamethylenediamine (3236-54-2) + Hexamethylene diisocyanate (822-06-0) + polydimethylsiloxane DMS-A15, chain-end-functionalized with 3-aminopropyl, equivalent molecular weight 2500 g/mol → urea-siloxane polymer, composed of amino-terminated polydimethylsiloxane oligomer, hexamethylene diisocyanate and 2,2(4),4-trimethyl-1,6-diaminohexane, ratio siloxane diamine/diaminohexane 3:1, molecular weight 16000 g/mol

Conditions	Yield
In tetrahydrofuran at 20℃; for 2h;

2,4,4-trimethylhexamethylenediamine (3236-54-2) + 3-glycidoxypropyltrimethoxysilane (2530-83-8) → TG13

Conditions	Yield
Stage #1: 2,4,4-trimethylhexamethylenediamine; 3-glycidoxypropyltrimethoxysilane In ethanol at 70℃; for 3h; Stage #2: With acetic acid In ethanol

2,4,4-trimethylhexamethylenediamine (3236-54-2) + 3-glycidoxypropyltrimethoxysilane (2530-83-8) → TG14

Conditions	Yield
Stage #1: 2,4,4-trimethylhexamethylenediamine; 3-glycidoxypropyltrimethoxysilane In ethanol at 70℃; for 3h; Stage #2: With acetic acid In ethanol

Upstream product

• 1068-18-4 2,4,4-Trimethyl-adiponitril 
• 919-97-1 2,2,4-Trimethyl-adiponitril 

Relevant articles and documents

PROCESS FOR PREPARING AMINES BY CONDITIONING THE CATALYST WITH AMMONIA

The invention relates to a process for preparing amines by conditioning the catalyst with ammonia.