Materials for Water-based Curing

Special crosslinking agents

High UV curability Water soluble

Plastics manufacturing

Photocurable

We have developed a unique crosslinking agent containing a bifunctional vinyl sulfonyl group.

Characteristics

1. Water-soluble: designed for use in water-based compositions

  • In many applications the use of organic solvents is undesirable, and water-based systems are becoming more prevalent.

2. Two types of polymerizations

  • Radical polymerization
    The vinyl sulfonyl group can be polymerized radically,with compounds such as acrylates
  • Anionic polymerization
    The compound independently polymerizes if there are base catalysts such as amines present. Since its reaction speed is lower than that of radical polymerization, the polymerization rate can be controlled by changing the polymerization temperature. Inactivation rarely occurs because this curing method causes no oxygen inhibition.

VS-B

C10H16N2O6S2

Structural formula of VS-B
Chemical name N,N'- Ethylenebis [2-(vinylsulfonyl) acetamide]
CAS RN® 66710-66-5
Molecular weight 324.37
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Physical characteristics

Appearance White ~ light yellow granule
Melting point 160-164℃
Soluble solvent DMF, NMP
Water-solubility 10℃ 0.5wt%
20℃ 1wt%
30℃ 1.5wt%

Related laws and regulations

TSCA Not Listed
EINECS Listed
REACH Not Listed

VS-C

C11H18N2O6S2

Structural formula of VS-C
Chemical name N,N'- Trimethylenebis [2-(vinylsulfonyl) acetamide]
CAS RN® 93629-90-4
Molecular weight 338.4
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Physical characteristics

Appearance White ~ light yellow granule
Melting point 106-108℃
Soluble solvent Water, DMF, NMP
Water-solubility 10℃ 3wt%
20℃ 6wt%
30℃ 9wt%

Related laws and regulations

TSCA Not Listed
EINECS Listed
REACH Not Listed

Performance comparison

Vinylsulfone Compound Radical
polymerization		 Water
solubility		 Curing with catalytic amount of base
Divinyl Sulfone Yes Non Non
1,3-Bis(ethenylsulfonyl)-2-propanol Yes Yes Non
VS-B and VS-C Yes Yes Yes
VS-C / DMF溶液 →(DBU (触媒量)→ 瞬間的にゲル化（様々な塩基が触媒として機能)

Example 1: UV-radical curing (water-based)

硬化例1. UVラジカル硬化（水性）

Procedure

  • Mix 100 parts of VS-C (Product of FUJIFILM Wako Pure Chemical Corporation), 50 parts of H2O and 100 parts of γ-butyrolactone, and dissolve by heating to 100℃.
  • Add 5 parts of photoradical initiator.
  • Apply it to glass substrate. (Evaporate at 120℃ for 1 minute)
  • Irradiate with UV-LED for 5 seconds. (100mW/cm2 (365nm)) → Cured film is formed at room temperature.
  • UV-cured film is insoluble in the organic solvents such as water, acetone, methanol and so on.
  • Environmental load can be reduced because water is used as the solvent.
  • Unexposed area is developable with water.

Example 2: UV-radical and anionic curing

硬化例2. UVラジカル＋アニオン硬化

Procedure

  • Mix 25 parts of VS-C (Product of FUJIFILM Wako Pure Chemical Corporation) and 100 parts of 4-acryloyl morpholine (Product of FUJIFILM Wako Pure Chemical Corporation), and dissolve completely by heating.
  • Add 2.5 parts of WPBG-266 (Product of FUJIFILM Wako Pure Chemical Corporation).
  • Apply it to glass substrate.
  • Irradiate with UV-LED for 10 seconds. (100mW/cm2 (365nm))
  • (As necessary) Heat at 100℃ for 1 to 10 minute(s).*
  • *If shaded or dark part remains uncured due to no radical polymerization or if there remains tackiness on the surface due to polymerization inhibition by oxygen, they become cured by heating at 100℃ for 1 to 10 minute(s).