Sulfur-containing polyureas and methods of use thereof
A prepolymer and polyformal technology, applied in polyurea/polyurethane adhesives, transportation and packaging, adhesive types, etc., can solve problems such as short storage life
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Embodiment 1
[0413] polyformal polyol
[0414] Thiodiethylene glycol (1833g), paraformaldehyde (95% purity) (360g), Amberlyst TM 15 (319 g, obtained from Dow Chemical Company) and toluene (1000 mL) were charged in a 5 L four necked round bottom flask. The flask was equipped with a heating mantle, thermocouple, temperature controller, and Dean-Stark adapter fitted with a reflux condenser, dropping funnel, and inlet for nitrogen positive pressure. The reaction was stirred under nitrogen, heated to 118 °C, and held at 118 °C for about 7 h. During this period, the collected water was periodically removed from the Dean-Stark adapter. The reaction mixture was then cooled to room temperature and filtered through a coarse sintered Buchner funnel (600 mL volume) with 9.0 cm diameter Whatman GF / A filter paper on a frit. The flask and filter cake were washed with 500 mL of toluene. Obtain filtrate. The filtrate was then dried under vacuum using a 2L round bottom flask (rotary evaporator, 7 torr ...
Embodiment 2
[0416] h 12 MDI terminated polyformal-isocyanate prepolymer
[0417] The thiodiethylene glycol polyformal polyol (450 g) of Example 1 was added into a 1000 mL four-neck round bottom flask. The flask was equipped with a mantle, thermocouple, temperature controller, inlet for providing a positive pressure of nitrogen and a mechanical stirrer (PTFE blades and bearings). The polyformal polyol was stirred and heated to 76.6°C (170°F) at about 200rpm, then added W(H 12 A solution of MDI) (99.5 g) and 0.01% dibutyltin dilaurate dissolved in methyl ethyl ketone (5.50 g). The reaction mixture was maintained at 76.6 °C for 7 h and then cooled to room temperature. A solution of 1% benzyl chloride dissolved in methyl ethyl ketone (5.50 g) was then added to the reaction mixture. The resulting thiodiethylene glycol polyformal-isocyanate prepolymer had an isocyanate content of 3.73% and a viscosity of 356 poise.
Embodiment 3
[0419] HDI-uretdione terminated polyformal-isocyanate prepolymer
[0420] The thiodiethylene glycol polyformal polyol (101 g) of Example 1 was added into a 500 mL four-necked round bottom flask. The flask was equipped with a mantle, thermocouple, temperature controller, inlet for providing a positive pressure of nitrogen and a mechanical stirrer (PTFE blades and bearings). The polyformal polyol was stirred and heated to 76.6°C (170°F) at about 200rpm, then added A solution of XP-2730 (HDI-uretdione aliphatic polyisocyanate) (33.4 g) and 0.01% dibutyltin dilaurate dissolved in methyl ethyl ketone (1.4 g). The reaction mixture was maintained at 76.6 °C for about 7 h, then cooled to room temperature. A solution of 1% benzyl chloride dissolved in methyl ethyl ketone (1.4 g) was then added to the reaction mixture. The resulting prepolymer had an isocyanate content of 3.41% and a viscosity of 695 poise.
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Abstract
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