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Radiation-curable polyurethane resin compositions with controlled structures

A technology of polyurethane resin and radiation curing, applied in the field of radiation-curable polyurethane resin composition, can solve the problems of toxicity, changing the physical properties of polyurethane, increasing processing cost and the like

Inactive Publication Date: 2007-03-21
AIR PROD & CHEM INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, reactive diluents have several disadvantages, including increased processing costs, changes in the physical properties of the polyurethane, toxicity, and emissions of volatile components during processing

Method used

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Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

Preparation of Radiation Curable Polyurethane Resin

[0017] The radiation-curable polyurethane resins of the present invention are produced from NCO-terminated prepolymers (also known as polyisocyanate prepolymers). Prepolymers useful in the present invention can be produced according to the teachings of US 4,786,703, 6,133,415 and 6,280,561, which are incorporated herein by reference in their entirety.

[0018] In one aspect of the invention, the polyisocyanate prepolymer is prepared by (a) contacting a polyisocyanate with an active hydrogen-containing compound having at least 2 active hydrogen atoms as determined by the Zerewittenoff test, or (b) contacting a polyisocyanate with A polyisocyanate is contacted with a radiation curable small molecule having an active hydrogen atom as determined by the Zerewittenoff test. The polyisocyanate has an NCO (isocyanate equivalent) functionality (F) of at least 2. In one aspect, the contacting step is performed using a substantial ex...

Embodiment 2

[0036] TDI and polyethylene adipate were reacted as in Example 1 except that TDI was added in excess to yield an NCO / active hydrogen equivalent ratio of approximately 8:1. Unreacted TDI monomer was removed by wiped film evaporation to yield a prepolymer having the measured properties listed in Table 2. With a calculated oligomer content of 95 wt% of the desired "full" prepolymer.

Embodiment 1

[0037] 505.55 g (0.294 NCO equivalent) of the prepolymer produced in Example 1 was heated to about 75°C in a jacketed glass reactor equipped with a nitrogen blanket and overhead mechanical mixer. 0.27 g of 4-methoxyphenol (MEHQ) was added to the prepolymer, mixed for about 15 min. Then 32.68 g (0.281 mol) of 2-hydroxyethyl acrylate (HEA) was added to the reactor, followed by 2.59 g of dibutyltin dilaurate catalyst. An exotherm to about 85°C was observed. The reactor was kept at about 70-80°C for another 90 min to ensure the reaction was complete. The resulting resin had a viscosity of 58,300 cP at 50°C.

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PUM

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Abstract

The present invention provides radiation-curable polyurethane resin compositions exhibiting reduced viscosity and processes to produce such compositions. The radiation-curable polyurethane resin composition comprises the contact product of (a) at least one active hydrogen-containing compound having X active hydrogen atoms, (b) at least one polyisocyanate having F isocyanate functionalities; and (c) at least one radiation-curable small molecule having one active hydrogen atom; wherein F and X are each a number >=4; and wherein at least about 80% of the composition comprises an adduct of X moles of polyisocyanate and (F-1)X moles of radiation-curable small molecule per mole of active hydrogen-containing compound.

Description

technical field [0001] The present invention relates to radiation curable polyurethane resin composition and its production method. Background technique [0002] Radiation curable polyurethanes are used in an increasing number of applications such as coatings, inks, and adhesives. Conventional radiation curable polyurethanes are generally produced from radiation curable oligomers. These oligomers have a relatively high molecular weight which increases the viscosity of the composition to an unacceptable level for most applications. Therefore, a low molecular weight diluent is generally added to reduce the viscosity to acceptable processing levels. However, reactive diluents have several disadvantages, including increased processing costs, changes in the physical properties of the polyurethane, toxicity, and emission of volatile components during processing. Various methods have been employed in the prior art to reduce the viscosity of radiation curable polyurethane resins,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/48C08G18/42C08G18/76C08G18/10
CPCC08G18/672C08G18/10C08L75/16
Inventor R·J·戈达德
Owner AIR PROD & CHEM INC