Water-soluble polyfunctional acrylamide monomer
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.
FOM-03006
| 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,
3） Highly curable
- Compared to commercially available 4-functional acrylate TM-0, less susceptible to inhibition of polymerization by oxygen, with high polymerization property.
4） Excellent in safety
- FOM-03006 has a high safety that conventional acrylamides do not have.
Results of safety tests on FOM-03006
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
※In the image, cyan pigment has been added to make it easier to watch the state of application.
Curing example 2. Example of using Michael addition reaction
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.
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
Lineup
FOM-03007
| 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
| 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
| 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%) | |||
|---|---|---|---|---|
| FOM-03006 |
FOM-03007 |
FOM-03008 |
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
Contact us for more details.
We are waiting for questions and requests on products.
