Radiation curable resin composition

a technology of resin composition and cure speed, applied in the field of cureable composition, can solve the problems of impairing the handling of resin composition, the cure speed of coatings and/or binders, and the limit on the speed of production line operation, so as to improve the cure speed, improve the mechanical characteristics, and improve the effect of liquid stability

Inactive Publication Date: 2005-10-13
JSR CORPORATIOON +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0007] The present invention provides a curable composition, comprising: a (meth)acrylate urethane compound derived from a polypropylene glycol or a copolymer comprising propyleneoxide and ethyleneoxide (herein after also just named polypropyleneglycol) having a molecular weight between 1,000 and 13,000 and an amount of unsaturation less than 0.01 meq / g, and / or mixtures of (meth)acrylate urethane compounds derived from such a polypropylene glycol and other polyols. The liquid curable resin composition of the present invention has improved liquid stability, and improved cure speed; the cured products have superior mechanical characteristics. The liquid curable resin composition can be used as a coating material for optical fibers, adhesives, and the like. The composition is particularly suitable as a coating material for optical fibers for which long-term stability is required. Also, the composition can be formulated to achieve low Tg, e.g. between −70° C. and −30° C.
[0008] In particular, the compositions of the present invention offer relatively fast cure speeds which offer advantages in many applications, including the production of fiber optics wherein production speeds make it desirable to utilize primary coatings, secondary coatings (including, for example transparent and / or colored secondary coatings), inks, matrix materials and / or bundling materials that can be cured rapidly.

Problems solved by technology

In the production of optical fibers and optical fiber assemblies, one of the limitations on how fast the production line can be operated is the cure speed of the coatings and / or binder.
If the resin composition solidifies entirely or partially during storage by (e.g.) flocculation or crystallization, the composition must be heated to avoid any problems in the coating process of the optical fibers, thereby impairing handling of the resin composition.

Method used

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  • Radiation curable resin composition
  • Radiation curable resin composition
  • Radiation curable resin composition

Examples

Experimental program
Comparison scheme
Effect test

examples 2 and 3

[0079] Components shown in Table 2 were mixed in the amounts noted (wt %).

[0080] Oligomer I is the reaction product of 5.87 wt % TDI, 2.6 wt % of 2-hydroxyethylacrylate (HEA) and 91.39 wt %. Acclaim 4200 (Mw: 4000; unsaturation of 0.003 meq / g), catalyst and stabilizer.

[0081] Oligomer II is the reaction product of 9.7 wt % IPDI, 3.37 wt % HEA, 57.15 wt % Acclaim 4200N and 29.62 wt % Priplast 3190. Priplast 3190 is a polyester polyol with dimer acid from Unichema.

[0082] Results are given in Table 3.

TABLE 2Example 2Example 3Oligomer I68.59—Oligomer II—77.10ENPA7.00—IDA— 8.50TriDa7.00—Ebecryl III5.00—VC4.00 5.00SR90034.00 5.00Lucerine TPO1.31.3Irgacure 1841.81.8Irganox 10350.30.3Silane1.01.0

ENPA: ethoxylated nonylphenol acrylate

IDA: isodecyl acrylate

TriDa: tridecyl acrylate

Ebecryl III: ethoxylated aliphatic acrylate from UCB

VC: N-vinylcaprolactam

SR9003: propoxylated neopentyl glycol diacrylate

Silane: γ-mercaptopropyl trimethoxysilane

[0083]

TABLE 3Example 2Example 3viscosity (...

examples 4 and 5

[0084] A reaction vessel equipped with a stirrer was charged with 53.34 g of 2,4-tolylene diisocyanate, 150 g of nonylphenol EO-modified (4 mols) acrylate (monofunctional acrylate “Aronix M-113” manufactured by Toagosei Co., Ltd.), 0.1 g of 2,6-di-t-butyl-p-cresol, and 0.4 g of dibutyltin dilaurate. The mixture was cooled with ice to a temperature of 10° C. or less while stirring. Then, 24.4 g of 2-hydroxyethyl acrylate was added while controlling the temperature at 20-30° C. After reacting for a further one hour at 35° C., 420.61 g of a ring-opening copolymer of propylene oxide having a number average molecular weight of 2,000 (“ACCLAIM 2200” manufactured by Lyondell, unsaturated group content <0.01 meq / g) was added and the mixture was stirred at 50-60° C. for 5 hours. The reaction was terminated when the amount of the residual isocyanate was 0.1 wt % or less. 58.3 g of M-113, 139.9 g of isobornyl acrylate (manufactured by Osaka Organic Chemical Industry Co., Ltd.), 71.4 g of laury...

examples 6 and 7

[0085] A reaction vessel equipped with a stirrer was charged with 53.5 g of 2,4-tolylene diisocyanate, 150 g of nonylphenol EO-modified (4 mols) acrylate (monofunctional acrylate “Aronix M-113” manufactured by Toagosei Co., Ltd.), 0.1 g of 2,6-di-t-butyl-p-cresol, and 0.4 g of dibutyltin dilaurate. The mixture was cooled with ice to a temperature of 10° C. or less while stirring. Then, 24.0 g of 2-hydroxyethyl acrylate was added while controlling the temperature at 20-30° C. After reacting for a further one hour at 35° C., 203.9 g of a ring-opening copolymer of propylene oxide and ethylene oxide having a number average molecular weight of 2,000 (“ACCLAIM 2220” manufactured by Lyondell, copolymerization ratio, 90:10, unsaturated group content <0.01 meq / g) and 317.0 g of polypropylene glycol with a the number average molecular weight 3,000 (“EXENOL3000” made by Asahi Glass Co., Ltd.) were added and the mixture was stirred at 50-60° C. for 5 hours. The reaction was terminated when the ...

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Abstract

The present invention provides a curable composition, comprising: a (meth)acrylate urethane compound derived from a polypropylene glycol or a propyleneoxide ethyleneoxide copolymer glycol having a molecular weight between 1,000 and 13,000 and an amount of unsaturation less than 0.01 meq / g. The liquid curable resin composition of the present invention has improved liquid stability and can produce cured products having superior mechanical characteristics by polymerization. The composition further comprises preferably a primary or secondary amine. The liquid curable resin composition can be used as a coating material for optical fibers, adhesives, and the like. The composition is particularly suitable as a coating material for optical fibers for which long-term stability is required.

Description

FIELD OF THE INVENTION [0001] The present invention relates to a curable composition having high speed curing and capable of producing cured products by polymerization without impairing mechanical properties. In particular, the curable composition of the present invention is a liquid curable composition that can be formulated for use in a wide variety of applications including, for example, coatings and / or binders. In particular, these curable compositions offer relatively fast cure speeds that offer advantages in many application such as in the production of fiber optics wherein production speeds make it desirable to utilize primary coatings, secondary coatings (including, for example transparent and / or colored secondary coatings), inks, matrix materials and / or bundling materials that can be cured rapidly. BACKGROUND OF THE INVENTION [0002] In the production of optical fibers, a resin coating is applied immediately after spinning molten glass fibers for protection and reinforcement...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C03C25/10C08F2/46C08F2/48C08F283/00C08F290/06C08F290/14C08G2/00C08G18/28C08G18/48C08G18/67C09D175/16
CPCC03C25/1055Y10T428/2942C08F283/006C08F290/06C08F290/067C08F290/14C08F290/147C08G18/289C08G18/4866C08G18/672C09D175/16C03C25/106Y10T428/2938Y10T428/19Y10T428/2956Y10T428/294C08G18/48C08G18/40C03C25/1065Y10T428/31645
Inventor KOMIYA, ZENABEL, ADRIANUS G.M.ALKEMA, DUURT P.W.MASE, MASAHITOUKACHI, TAKASHI
Owner JSR CORPORATIOON
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