Polymer-related chemicals

FOM-03006~03009

Water soluble crosslinking agents

High UV curabilityWater solubleStable

Plastics manufacturing

Photocurable

FOM-03006 to 03009 are Fujifilm's unique novel monomers containing more than one acrylamide groups with excellent reactivity. They have features that the existing monomers do not have, with high curability, water solubility, stability and safety.

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FOM-03006

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Chemical name N,N'-{[(2-acrylamido-2-[(3-acrylamidopropoxy)methyl]propane-1,3-diyl)bis(oxy)]bis(propane-1,3-diyl)}diacrylamide
CAS RN® 1393329-90-2

Physical characteristics

Appearance White solid
Melting point 107°C
Soluble solvent Water, methanol

Related laws and regulations

TSCA Not Listed
EINECS Not Listed
REACH Not Listed

Storage conditions

Storage conditions Keep in a sealed container in a freezer (-20°C), away from direct sunlight

Characteristics

1) Highly water soluble

  • Highly soluble in water. Easily soluble in hydrophilic solvents such as methanol and ethanol.

Solubility in various solvents

Solvent name SP value Solubility at each solid content concentration (weight%)
0.1 0.5 1 10 20 30 40 50
n-Hexane 7.3 × - - - - - - -
Toluene 8.8 × - - - - - - -
Ethyl acetate 9.0 × - - - - - - -
Methyl ethyl ketone 9.3 × - - - - - -
Acetone 10.0 × - - - - -
Isopropyl alcohol 11.5
Acetonitrile 11.9 × - - - - -
Ethanol 12.7
Methanol 14.5
Water 23.4

※SP value of monomer, 12.8
※ Measured at liquid temperature of 30°C * ◎: Easily soluble 🞅: Soluble △: Crystallized with time (supersaturated) 🞨: Insoluble -: Not measured

2) Excellent in hydrolysis resistance

Excellent in hydrolytic resistance in acidic to basic aqueous solutions.
The stability of FOM-03006 in aqueous solution was evaluated (45°C, 2 weeks). As comparative compounds,

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3) Highly curable

  • Compared to commercially available 4-functional acrylate TM-0, less susceptible to inhibition of polymerization by oxygen, with high polymerization property.
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4) Excellent in safety

  • FOM-03006 has a high safety that conventional acrylamides do not have.

Results of safety tests on FOM-03006

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Applications

Coating agent for various materials

Examples:Film, coat, medical devices/materials, optical materials, recording materials

Crosslinking agent for various curable components

Examples:Film, coat, medical devices, electronic materials, printing plate materials

Water-based curing material

Examples:Hydrophilic coat, crosslinking agent for water-absorbing gel, crosslinking agent for aqueous ink

Medical materials

Examples:Crosslinking agent for nanocomposite gel, slide-ring gel, biomolecule responsive gel, stimuli-responsive gel for DDS, etc.

Curing examples

Curing example 1. Example of using radical polymerization

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※In the image, cyan pigment has been added to make it easier to watch the state of application.

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Curing example 2. Example of using Michael addition reaction

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Usage examples

Usage example 1.

  • A functional coat with a high hydrophilicity can be formed.
  • Due to the high water solubility of the monomer and initiator, a coat solution can be prepared using water as a solvent.
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Example of composition of Coat A

Name of raw material Compounding ratio (wt%)
Water soluble crosslinking agent (FOM-03006) 30
Water soluble monomer (FOM-03010) 67
Water soluble light radical initiator (FOM-03011) 3
Methanol 400

Usage example and physical characteristics of Coat A

  • Apply to PET substrate, dry (50°C/5 min), and then photocure (3 J/cm2)

※Lamp used: High pressure mercury lamp (Exposure is controlled as UV-A)

Coats evaluated Water contact angle (°)
PET alone 75
Coat A 35
Impregnate Coat A with water and dry 44

In evaluation of wettability by water contact angle showing affinity with water, Coat A exhibits high hydrophilicity with a low contact angle, and maintains the hydrophilicity even when it is re-dried after being impregnated with water.

Usage example 2.

  • By replacing a commercially available polyfunctional acrylic monomer with FOM-03006, a coating film less likely to curl with less cure shrinkage can be formed.

Composition of coat solution

Coat B Coat C
Water soluble crosslinking agents
(FOM-03006)
50wt% Commercial polyfunctional acrylic monomer 50wt%
Monofunctional methacrylate monomer
(HEMA)
47wt% Monofunctional methacrylate monomer
(HEMA)
47wt%
Water soluble light radical initiator
(FOM-03011)
3wt% Initiator
(FOM-03011)
3wt%

Appearance of coating after curing

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Lineup

FOM-03007

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Chemical name N,N',N''-triacryloydiethylenetriamine
CAS RN® 34330-10-4

Physical characteristics

Appearance White solid
Melting point 89°C
Soluble solvent Water, methanol

Related laws and regulations

TSCA Not Listed
EINECS Not Listed
REACH Not Listed

Storage conditions

Storage conditions Keep in a sealed container in a freezer (-20°C), away from direct sunlight

FOM-03008

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Chemical name N,N'-diacryloyl-4,7,10-trioxa-1,13-tridecanediamine
CAS RN® 160432-07-5

Physical characteristics

Appearance White solid
Melting point 58°C
Soluble solvent Water, methanol

Related laws and regulations

TSCA Not Listed
EINECS Not Listed
REACH Not Listed

Storage conditions

Storage conditions Keep in a sealed container in a freezer (-20°C), away from direct sunlight

FOM-03009

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Chemical name N,N',N'',N'''-tetraacryloyltriethylenetetramine
CAS RN® 158749-66-7

Physical characteristics

Appearance White solid
Melting point 110°C
Soluble solvent Water, methanol

Related laws and regulations

TSCA Not Listed
EINECS Not Listed
REACH Not Listed

Storage conditions

Storage conditions Keep in a sealed container in a freezer (-20°C), away from direct sunlight

List of solubility

Solvent Solubility (wt%)
イメージFOM-03006 イメージFOM-03007 イメージFOM-03008 イメージFOM-03009
n-Hexane Less than 0.1 Less than 0.1 Less than 0.1 Less than 0.1
Toluene Less than 0.1 Less than 0.1 1~5 Less than 0.1
Ethyl acetate Less than 0.1 0.1~0.5 0.1~0.5 0.1~0.5
Methyl ethyl ketone 0.1~0.5 0.1~0.5 0.5~1 1~5
Acetone 0.5~1 0.1~0.5 1~5 1~5
Isopropyl alcohol 40~50 0.5~1 10~20 1~5
Acetonitrile 0.5~1 Less than 0.1 0.5~1 1~5
Ethanol Not less than 50 Not less than 50 Not less than 50 30~40
Methanol Not less than 50 Not less than 50 Not less than 50 Not less than 50
1-Methoxy-2-propanol 10~20 10~20 Not less than 50 10~20
Water Not less than 50 Not less than 50 Not less than 50 40~50
2-Hydroxyethyl methacrylate (HEMA) 20~30 30~40 Not less than 50 10~20
N-(2-Hydroxyethyl) acrylamide 20~30 30~40 40~50 20~30
N,N-Dimethylacrylamide 20~30 20~30 40~50 5~10
4-Acryloyl morpholine 1~5 5~10 40~50 5~10

※Measured at liquid temperature of 30°C