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KR-20260066349-A - POLYURETHANE RESIN COMPOSITION, METHOD FOR PREPARING THE SAME AND OPTICAL MATERIAL PREPARED THEREFROM

KR20260066349AKR 20260066349 AKR20260066349 AKR 20260066349AKR-20260066349-A

Abstract

An embodiment relates to a polyurethane resin composition, a method for manufacturing the same, and an optical material manufactured therefrom, wherein the polyurethane resin composition comprises an isocyanate compound, a thiol compound, and a dye, wherein the dye comprises a first dye that exhibits a maximum absorption wavelength in the wavelength range of 610 to 670 nm, and the b* value according to CIE Lab colorimeter measurement of a cured product having a thickness of 2 mm and a degree of 0.00 diopters manufactured from the polyurethane resin composition is less than 0.84. Such an embodiment can provide an optical material having a required level of color.

Inventors

  • 명정환
  • 김정무
  • 최의준

Assignees

  • 주식회사 온빛

Dates

Publication Date
20260512
Application Date
20241104

Claims (12)

  1. As a polyurethane resin composition comprising an isocyanate compound, a thiol compound and a dye, The above dye comprises a first dye that exhibits a maximum absorption wavelength in the wavelength range of 610 to 670 nm, and A polyurethane resin composition having a thickness of 2 mm and a degree of 0.00 diopters, prepared from the above polyurethane resin composition, wherein the b* value according to CIE Lab colorimeter measurement is less than 0.84.
  2. In Article 1, A polyurethane resin composition comprising a second dye that exhibits a maximum absorption wavelength in the wavelength range of 540 to 590 nm.
  3. In Article 2, A polyurethane resin composition in which the mixing ratio (x:y) of the first dye (x) and the second dye (y) is a weight ratio of 1:1 to 9.
  4. In Article 2, A polyurethane resin composition in which the total content of the first dye and the second dye is 0.40 to 0.85 ppm based on the total weight of the polyurethane resin composition.
  5. In Article 2, A polyurethane resin composition further comprising a third dye in which the above dye exhibits a maximum absorption wavelength in the wavelength range of 450 to 495 nm.
  6. In Article 5, A polyurethane resin composition in which the mixing ratio (x:y:z) of the first dye (x), the second dye (y), and the third dye (z) is a weight ratio of 1 to 6 : 1 to 6 : 1 to 6.
  7. In Article 1, Polyurethane resin composition having a change index of b* value (I v ) according to Formula 1 below of 0.95 to 1.1: [Equation 1] I v = I v2 / I v1 In the above Equation 1, I v1 is the b* value according to CIE Lab colorimeter measurement of the cured product prepared from the above polyurethane resin composition stored at room temperature for 30 minutes, and I v2 is the b* value according to CIE Lab colorimeter measurement of the cured product prepared from the above polyurethane resin composition stored at room temperature for 180 days.
  8. In Article 1 A polyurethane resin composition having a yellow index of 1.30 or less of the cured product.
  9. In Article 1 A polyurethane resin composition further comprising one or more selected from the group consisting of a catalyst, a UV absorber, a heat stabilizer, and a release agent.
  10. (1) A step of preparing a first formulation containing an isocyanate compound; and (2) The step of preparing a second mixture containing a thiol compound and a dye, and The above dye comprises a first dye that exhibits a maximum absorption wavelength in the wavelength range of 610 to 670 nm, and A method for preparing a polyurethane resin composition, wherein the cured product, having a thickness of 2 mm and a degree of 0.00 diopters, obtained by a curing reaction of a mixture of the first formulation and the second formulation, has a b* value of less than 0.84 according to CIE Lab colorimeter measurement.
  11. An optical material prepared from a polyurethane resin composition comprising an isocyanate compound, a thiol compound, and a dye, The above dye comprises a first dye that exhibits a maximum absorption wavelength in the wavelength range of 610 to 670 nm, and An optical material having a thickness of 2 mm and a power of 0.00 diopters, having a b* value of less than 0.84 according to CIE Lab colorimeter measurements.
  12. In Article 11, An optical material in which the above optical material is an eyeglass lens.

Description

Polyurethane resin composition, method for preparing the same, and optical material prepared therefrom An embodiment relates to a polyurethane resin composition capable of realizing an optical material that displays a color capable of giving a comfortable and sophisticated feeling to the user, and a method for manufacturing the same. Examples of optical materials include plastic lenses, prisms, optical fibers, substrates for information recording media (e.g., optical discs), and optical filters. Among these optical materials, plastic lenses are lighter than glass lenses and offer superior impact resistance and ease of dyeing, leading to an increasing share of the eyeglass lens market recently. The above plastic lenses are manufactured using polycarbonate resin, acrylic resin, cycloolefin polymer, polyurethane resin, etc. However, due to the influence of additives such as UV absorbers or heat treatment processes, the manufactured plastic lenses may appear yellowish. Plastic lenses that appear yellowish in this way give the user a deteriorated appearance rather than a fresh and comfortable one. Accordingly, attempts are being made to reduce the yellowness of plastic lenses by introducing dyes such as red, yellow, and green to prevent the lenses from appearing yellow, but there are limitations in controlling the yellowness to the required level. Meanwhile, the plastic lens containing the above-mentioned polyurethane resin is manufactured through a process of reacting an isocyanate compound with an active hydrogen compound, such as a polyol compound or a thiol compound. In this process, conventionally, dyes, additives, etc., were mixed with the isocyanate compound and reacted with the active hydrogen compound to control the yellowness of the plastic lens; however, this method has the problem of reduced process efficiency and economic feasibility due to the decrease in the long-term stability of the isocyanate compound. The invention is described below through embodiments. The embodiments disclosed below are not limited to the contents disclosed below and may be modified in various forms as long as the essence of the invention is not altered. In this specification, the description that one component is formed above or below another component, or is connected or coupled to one another, includes both direct formation, connection, or coupling between these components and indirect formation, connection, or coupling through the interposition of another component. Furthermore, it should be understood that the criteria for the "above" and "below" of each component may vary depending on the direction in which the object is observed. In this specification, the use of the word “comprising” is intended to specify certain characteristics, regions, steps, processes, elements, and/or components, and unless specifically stated otherwise, it does not exclude the presence or addition of other characteristics, regions, steps, processes, elements, and/or components. All numbers and expressions indicating the amounts of components, reaction conditions, etc. described in this specification shall be understood to be modified by the term "about" in all cases unless otherwise specified. In this specification, terms such as "first," "second," etc. are used to describe various components, and said components are not to be limited by said terms. These terms are used for the purpose of distinguishing one component from another. Polyurethane resin composition The polyurethane resin composition according to an embodiment is a polyurethane resin composition comprising an isocyanate compound, a thiol compound, and a dye, wherein the dye comprises a first dye that exhibits a maximum absorption wavelength in the wavelength range of 610 to 670 nm, and the b* value according to CIE Lab colorimeter measurement of a cured product having a thickness of 2 mm and a degree of 0.00 diopters prepared from the polyurethane resin composition is less than 0.84. Specifically, the polyurethane resin composition may be a polythiourethane resin composition, and more specifically, a polythiourethane resin composition for manufacturing optical materials. Each component included in such a polyurethane resin composition is specifically described as follows. isocyanate compounds The isocyanate compound included in the polyurethane resin composition according to the embodiment is a compound having an isocyanate group (NCO-) and forms a cured product by crosslinking with the thiol compound. As such an isocyanate compound, a conventionally known compound having an isocyanate group (NCO-) may be used. Specifically, the isocyanate compound may be a diisocyanate compound having two isocyanate groups (NCO-). For example, the above isocyanate compounds include xylylene diisocyanate (XDI), hexamethylene diisocyanate (HDI), 2,5-bis(isocyanatomethyl)-bicyclo[2.2.1]heptane, 2,6-bis(isocyanatomethyl)-bicyclo[2.2.1]heptane, hydrogenated xylylene diisocyanate (H6XDI), dicyclohexylm