Isocyanate composition, optical lens comprising same, and isocyanate composition storage method using same

Abstract

The present invention relates to an isocyanate composition, an optical lens comprising same, and an isocyanate composition storage method using same.

Description

Isocyanate composition, optical lens containing the same, and method for storing the isocyanate composition using the same

[0001] The present invention relates to an isocyanate composition, an optical lens comprising the same, and a method for storing an isocyanate composition using the same.

[0002]

[0003] Isocyanate compounds are raw materials for polyurethane, widely used in coatings, adhesives, paints, foams, and optical materials. In fields requiring superior appearance properties, particularly optical applications requiring transparency, polyurethanes require minimal discoloration. To achieve this, it is crucial that not only does the polyurethane polymer resist discoloration during the polyurethane reaction, but also that the raw isocyanate compounds themselves, particularly those with higher than difunctionality, remain discoloration-free.

[0004] However, since isocyanate compounds are highly reactive, they are easily oxidized by oxygen in the air during the storage process, or they form self-polymers, causing deterioration or discoloration. There was also a problem of discoloration or clouding occurring in optical products such as urethane lenses that applied them.

[0005] To this end, various methods have been studied and proposed to suppress discoloration in isocyanate compounds and products manufactured using them, such as sealing with nitrogen gas to block air and storing in a refrigerator, or storing by adding additives such as ultraviolet absorbers.

[0006] However, in order to use an isocyanate compound, it must be moved from the storage location to the atmospheric environment. During this process, the isocyanate compound may discolor or become cloudy depending on changes in the moisture content or temperature of the atmosphere. If an isocyanate compound that has discolored or become cloudy is used to manufacture optical lenses, there is a problem that the clarity is reduced, resulting in a deterioration in quality.

[0007] Additionally, there are difficulties in ensuring long-term storage stability of isocyanate compounds.

[0008]

[0009] The present invention has been devised to overcome the above-described problems, and provides an isocyanate composition having excellent storage stability even when a diisocyanate compound is stored for a long period of time by including a specific compound, an optical lens including the same, and a method for storing an isocyanate composition using the same.

[0010] In addition, the present invention aims to provide an isocyanate composition with improved clarity, an optical lens including the same, and a method for storing the isocyanate composition using the same.

[0011] In addition, the present invention aims to provide an isocyanate composition capable of producing a polyurethane resin having excellent thermal stability using the isocyanate composition, an optical lens including the same, and a method for storing the isocyanate composition using the same.

[0012] In addition, the present invention aims to provide an isocyanate composition capable of manufacturing a transparent optical material (e.g., an optical lens) that is not only less likely to cause defects but also has improved yellowness (YI), an optical lens comprising the same, and a method for storing an isocyanate composition using the same.

[0013]

[0014] To solve the above-described problem, the isocyanate composition of the present invention may include a diisocyanate compound and a phenyl compound.

[0015] As a preferred embodiment of the present invention, the phenyl compound may include a compound represented by the following chemical formula 1, a compound represented by the following chemical formula 2, and a compound represented by the following chemical formula 3.

[0016] [Chemical Formula 1]

[0017]

[0018] In the above chemical formula 1, B1 and B2 are each independently -CH2-, -CH2CH2-, -CH2CH2CH2-, -CH2CH2CH2CH2-, or -CH2CH2CH2CH2CH2-.

[0019] [Chemical Formula 2]

[0020]

[0021] In the above chemical formula 2, B3 is -CH2-, -CH2CH2-, -CH2CH2CH2-, -CH2CH2CH2CH2-, or -CH2CH2CH2CH2CH2-.

[0022] [Chemical Formula 3]

[0023]

[0024] In the above chemical formula 3, B4, B5, B7 and B7 are each independently -CH2-, -CH2CH2-, -CH2CH2CH2-, -CH2CH2CH2CH2-, or -CH2CH2CH2CH2CH2-.

[0025] As a preferred embodiment of the present invention, the phenyl compound may be included in an amount of 0.1 to 2,000 ppm based on the total weight of the isocyanate composition of the present invention.

[0026] As a preferred embodiment of the present invention, the isocyanate composition of the present invention can satisfy the following condition (1).

[0027] (1) 0.1 ppm ≤ B ≤ 1,000 ppm

[0028] In the above condition (1), B represents the content (ppm) of the compound represented by the above chemical formula 2 with respect to the total weight of the isocyanate composition.

[0029] As a preferred embodiment of the present invention, the isocyanate composition of the present invention can satisfy the following condition (2).

[0030] (2) 0.1 ppm ≤ C ≤ 200 ppm

[0031] In the above condition (2), C represents the content (ppm) of the compound represented by the above chemical formula 3 with respect to the total weight of the isocyanate composition.

[0032] As a preferred embodiment of the present invention, the isocyanate composition of the present invention can satisfy the following condition (3).

[0033] (3) 0.1 ppm ≤ A ≤ 290 ppm

[0034] In the above condition (3), A represents the content (ppm) of the compound represented by the above chemical formula 1 with respect to the total weight of the isocyanate composition.

[0035] As a preferred embodiment of the present invention, the isocyanate composition of the present invention can satisfy the following condition (4).

[0036] (4) 3.0 ≤ (A + B + C) / C ≤ 8.0

[0037] In the above condition (4), A represents the content (ppm) of the compound represented by the above chemical formula 1 with respect to the total weight of the isocyanate composition, B represents the content (ppm) of the compound represented by the above chemical formula 2 with respect to the total weight of the isocyanate composition, and C represents the content (ppm) of the compound represented by the above chemical formula 3 with respect to the total weight of the isocyanate composition.

[0038] As a preferred embodiment of the present invention, the diisocyanate compound may include at least one selected from 1,4-tetramethylene diisocyanate, 1,5-pentamethylene diisocyanate, 1,6-hexamethylene diisocyanate, 1,3-cyclohexylene diisocyanate, 1,4-cyclohexylene diisocyanate, isophorone diisocyanate, norbornene diisocyanate, methylenediphenyl diisocyanate, methylenedicyclohexyl isocyanate, toluene diisocyanate, m-xylylene diisocyanate, p-xylylene diisocyanate, and o-xylylene diisocyanate.

[0039] In a preferred embodiment of the present invention, the diisocyanate compound may be m-xylylene diisocyanate.

[0040] As a preferred embodiment of the present invention, the compound represented by the chemical formula 1 may be a compound represented by the following chemical formula 1-1.

[0041] [Chemical Formula 1-1]

[0042]

[0043] In the above chemical formula 1-1, B1 and B2 are each independently -CH2-, -CH2CH2- or -CH2CH2CH2-.

[0044] As a preferred embodiment of the present invention, the compound represented by the chemical formula 2 may be a compound represented by the following chemical formula 2-1.

[0045] [Chemical Formula 2-1]

[0046]

[0047] In the above chemical formula 2-1, B3 is -CH2-, -CH2CH2- or -CH2CH2CH2-.

[0048] As a preferred embodiment of the present invention, the compound represented by the chemical formula 3 may be a compound represented by the following chemical formula 3-1.

[0049] [Chemical Formula 3-1]

[0050]

[0051] In the above chemical formula 3-1, B4, B5, B7 and B7 are each independently -CH2-, -CH2CH2- or -CH2CH2CH2-.

[0052] As a preferred embodiment of the present invention, the isocyanate composition of the present invention can satisfy the following condition (5).

[0053] (5) 0.001% ≤ E - D ≤ 4.0%

[0054] In the above condition (5), D represents the haze value of the isocyanate composition, and E represents the haze value measured after storing the isocyanate composition for 70 to 110 days under conditions of a temperature of 20°C or lower and a humidity of 1%RH or lower.

[0055] Meanwhile, the method for storing an isocyanate composition of the present invention may include a first step of preparing an isocyanate composition including a diisocyanate compound and a phenyl compound, and a second step of storing the prepared isocyanate composition under conditions of a temperature of 20°C or lower and a humidity of 1% RH or lower under a nitrogen-substituted atmosphere.

[0056] As a preferred embodiment of the present invention, the phenyl compound of the first step may include a compound represented by the following chemical formula 1, a compound represented by the following chemical formula 2, and a compound represented by the following chemical formula 3.

[0057] [Chemical Formula 1]

[0058]

[0059] In the above chemical formula 1, B1 and B2 are each independently -CH2-, -CH2CH2-, -CH2CH2CH2-, -CH2CH2CH2CH2-, or -CH2CH2CH2CH2CH2-.

[0060] [Chemical Formula 2]

[0061]

[0062] In the above chemical formula 2, B3 is -CH2-, -CH2CH2-, -CH2CH2CH2-, -CH2CH2CH2CH2-, or -CH2CH2CH2CH2CH2-.

[0063] [Chemical Formula 3]

[0064]

[0065] In the above chemical formula 3, B4, B5, B7 and B7 are each independently -CH2-, -CH2CH2-, -CH2CH2CH2-, -CH2CH2CH2CH2-, or -CH2CH2CH2CH2CH2-.

[0066] As a preferred embodiment of the present invention, the phenyl compound of the first step may be included in an amount of 0.1 to 2,000 ppm based on the total weight of the isocyanate composition prepared in the first step.

[0067] As a preferred embodiment of the present invention, the isocyanate composition prepared in the first step can satisfy the following condition (1).

[0068] (1) 0.1 ppm ≤ B ≤ 1,000 ppm

[0069] In the above condition (1), B represents the content (ppm) of the compound represented by the above chemical formula 2 with respect to the total weight of the isocyanate composition.

[0070] As a preferred embodiment of the present invention, the isocyanate composition prepared in the first step can satisfy the following condition (2).

[0071] (2) 0.1 ppm ≤ C ≤ 200 ppm

[0072] In the above condition (2), C represents the content (ppm) of the compound represented by the above chemical formula 3 with respect to the total weight of the isocyanate composition.

[0073] As a preferred embodiment of the present invention, the second step may be to store the isocyanate composition under nitrogen-substituted atmosphere, at a temperature of 0 to 20°C and a humidity of 0.0001 to 1%RH.

[0074] Furthermore, the optical lens of the present invention may include the isocyanate composition of the present invention.

[0075] As a preferred embodiment of the present invention, the optical lens of the present invention may have a yellowness (YI) of 5.0 or less.

[0076] Meanwhile, the non-foam resin of the present invention may include the isocyanate composition of the present invention.

[0077] As a preferred embodiment of the present invention, the non-foam resin of the present invention may be used for a coating, an adhesive, a sealant, or an elastomer.

[0078]

[0079] The isocyanate composition of the present invention, the optical lens comprising the same, and the storage method of the isocyanate composition using the same not only have excellent storage stability, but also can improve clarity and yellowness (YI).

[0080]

[0081] Hereinafter, the present invention will be described in more detail.

[0082] Various methods have been studied and proposed to suppress discoloration in existing isocyanate compounds and products manufactured using them, such as sealing them with nitrogen gas to block air and storing them in a refrigerator, or storing them using additives such as ultraviolet absorbers. However, in order to use isocyanate compounds, they must be moved from their storage location to the open air. During this process, the isocyanate compounds may discolor or become cloudy depending on changes in the moisture content or temperature of the air. If discolored or cloudy isocyanate compounds are used to manufacture optical lenses, there is a problem of reduced clarity and deterioration in quality. In addition, it is difficult to ensure the long-term storage stability of isocyanate compounds.

[0083] Accordingly, the present invention not only has excellent storage stability by including a specific compound, but also improves clarity and yellowness (YI).

[0084]

[0085] The isocyanate composition of the present invention may include a diisocyanate compound and a phenyl compound.

[0086] At this time, the diisocyanate compound of the present invention may include at least one selected from among 1,4-tetramethylene diisocyanate, 1,5-pentamethylene diisocyanate, 1,6-hexamethylene diisocyanate, 1,3-cyclohexylene diisocyanate, 1,4-cyclohexylene diisocyanate, isophorone diisocyanate, norbornene diisocyanate, methylenediphenyl diisocyanate, methylenedicyclohexyl isocyanate, toluene diisocyanate, m-xylylene diisocyanate, p-xylylene diisocyanate, and o-xylylene diisocyanate, and preferably may include m-xylylene diisocyanate.

[0087] Additionally, the diisocyanate compound may be included in an amount of 98.00 to 99.99 wt%, preferably 99.00 to 99.99 wt%, more preferably 99.30 to 99.99 wt%, and even more preferably 99.60 to 99.95 wt%, based on the total weight of the isocyanate composition.

[0088]

[0089] Meanwhile, the phenyl compound may be a by-product and / or compound generated in the process of manufacturing a diisocyanate compound, and is generally removed in a purification process during the diisocyanate compound synthesis process. In the present invention, the amount of the phenyl compound removed in the purification process can be controlled to be contained in the isocyanate composition within a specific content range, and may also be a compound additionally added to the diisocyanate compound.

[0090] Specifically, the phenyl compound may include a compound represented by the following chemical formula 1, a compound represented by the following chemical formula 2, and a compound represented by the following chemical formula 3.

[0091] [Chemical Formula 1]

[0092]

[0093] In the above chemical formula 1, B1 and B2 are each independently -CH2-, -CH2CH2-, -CH2CH2CH2-, -CH2CH2CH2CH2- or -CH2CH2CH2CH2-, and preferably -CH2-, -CH2CH2- or -CH2CH2CH2-.

[0094] [Chemical Formula 2]

[0095]

[0096] In the above chemical formula 2, B3 is -CH2-, -CH2CH2-, -CH2CH2CH2-, -CH2CH2CH2CH2- or -CH2CH2CH2CH2CH2-, and preferably -CH2-, -CH2CH2- or -CH2CH2CH2-.

[0097] [Chemical Formula 3]

[0098]

[0099] In the above chemical formula 3, B4, B5, B7 and B7 are each independently -CH2-, -CH2CH2-, -CH2CH2CH2-, -CH2CH2CH2CH2-, or -CH2CH2CH2CH2CH2-, preferably -CH2-, -CH2CH2-, or -CH2CH2CH2-.

[0100] Specifically, the compound represented by the above chemical formula 1 may be a compound represented by the following chemical formula 1-1.

[0101] [Chemical Formula 1-1]

[0102]

[0103] In the above chemical formula 1-1, B1 and B2 are each independently -CH2-, -CH2CH2- or -CH2CH2CH2-.

[0104] In addition, the compound represented by the above chemical formula 2 may be a compound represented by the following chemical formula 2-1.

[0105] [Chemical Formula 2-1]

[0106]

[0107] In the above chemical formula 2-1, B3 is -CH2-, -CH2CH2- or -CH2CH2CH2-.

[0108] In addition, the compound represented by the above chemical formula 3 may be a compound represented by the following chemical formula 3-1.

[0109] [Chemical Formula 3-1]

[0110]

[0111] In the above chemical formula 3-1, B4, B5, B7 and B7 are each independently -CH2-, -CH2CH2- or -CH2CH2CH2-.

[0112] In addition, the phenyl compound of the present invention may be included in an amount of 0.1 to 2,000 ppm, preferably 0.5 to 2,000 ppm, more preferably 10 to 1,000 ppm, even more preferably 50 to 800 ppm, and even more preferably 100 to 600 ppm, based on the total weight of the isocyanate composition. If the phenyl compound is included in an amount of less than 0.1 ppm, not only may the guaranteed stability be reduced, but there may also be a problem in which striae and haze phenomena are observed when manufacturing an optical lens using the same, and if it is included in an amount exceeding 2,000 ppm, not only may striae and haze phenomena be observed when manufacturing an optical lens, but there may also be a problem in which mold defects occur.

[0113] Furthermore, the isocyanate composition of the present invention can satisfy the following condition (1).

[0114] (1) 0.1 ppm ≤ B ≤ 1,000 ppm, preferably 0.5 ppm ≤ B ≤ 500 ppm, more preferably 10 ppm ≤ B ≤ 300 ppm, even more preferably 50 ppm ≤ B ≤ 200 ppm, and even more preferably 100 ppm ≤ B ≤ 150 ppm

[0115] In the above condition (1), B represents the content (ppm) of the compound represented by the above chemical formula 2 with respect to the total weight of the isocyanate composition. If in the condition (1), B is less than 0.1 ppm, there may be a problem of reduced storage stability due to yellowing and / or whitening, and if it exceeds 1,000 ppm, there may be a problem of deformation of the optical lens when manufacturing the optical lens using it.

[0116] In addition, the isocyanate composition of the present invention can satisfy the following condition (2).

[0117] (2) 0.1 ppm ≤ C ≤ 200 ppm, preferably 0.5 ppm ≤ C ≤ 200 ppm, more preferably 10 ppm ≤ C ≤ 150 ppm, even more preferably 50 ppm ≤ C ≤ 130 ppm, and even more preferably 90 ppm ≤ C ≤ 110 ppm

[0118] In the above condition (2), C represents the content (ppm) of the compound represented by the above chemical formula 3 with respect to the total weight of the isocyanate composition. If in the condition (2), C is less than 0.15 ppm, there may be a problem of reduced storage stability, and if it exceeds 200 ppm, there may be a problem of reduced transparency of the optical lens during manufacture of the optical lens.

[0119] In addition, the isocyanate composition of the present invention can satisfy the following condition (3).

[0120] (3) 0.1 ppm ≤ A ≤ 290 ppm, preferably 0.5 ppm ≤ A ≤ 290 ppm, more preferably 10 ppm ≤ A ≤ 280 ppm, even more preferably 100 ppm ≤ A ≤ 275 ppm, and even more preferably 200 ppm ≤ A ≤ 270 ppm

[0121] In the above condition (3), A represents the content (ppm) of the compound represented by the above chemical formula 1 with respect to the total weight of the isocyanate composition. If in the condition (3), A is less than 0.1 ppm, not only may the stability of the isocyanate composition deteriorate, but there may also be a problem of an increase in the defect rate during the manufacture of optical lenses, and if it exceeds 290 ppm, not only may the storage stability deteriorate due to a white clouding phenomenon, but there may also be a problem of deformation occurring in the optical lens during the manufacture of the optical lens using the composition.

[0122] In addition, the isocyanate composition of the present invention can satisfy the following condition (4).

[0123] (4) 3.0 ≤ (A + B + C) / C ≤ 8.0, preferably 3.0 ≤ (A + B + C) / C ≤ 6.0, more preferably 3.8 ≤ (A + B + C) / C ≤ 5.8, even more preferably 4.1 ≤ (A + B + C) / C ≤ 5.4, even more preferably 4.5 ≤ (A + B + C) / C ≤ 5.0

[0124] In the above condition (4), A represents the content (ppm) of the compound represented by the above chemical formula 1 with respect to the total weight of the isocyanate composition, B represents the content (ppm) of the compound represented by the above chemical formula 2 with respect to the total weight of the isocyanate composition, and C represents the content (ppm) of the compound represented by the above chemical formula 3 with respect to the total weight of the isocyanate composition. If in the condition (4), (A + B + C) / C is less than 3.0, not only may a striae phenomenon be observed when manufacturing an optical lens using it, but there may also be problems of poor moldability and increased haze, and if it exceeds 8.0, there may be problems of reduced stability due to heat and / or light.

[0125] Meanwhile, the isocyanate composition of the present invention can satisfy the following condition (5).

[0126] (5) 0.001% ≤ E - D ≤ 4.0%, preferably 0.001% ≤ E - D ≤ 3.0%, more preferably 0.003% ≤ E - D ≤ 2.0%, even more preferably 0.005% ≤ E - D ≤ 1.0%, even more preferably 0.005% ≤ E - D ≤ 0.5%, most preferably 0.01% ≤ E - D ≤ 0.1%,

[0127] In the above condition (5), D represents the haze value of the isocyanate composition, and E represents the haze value measured after storing the isocyanate composition for 70 to 110 days at a temperature of 20°C or lower, preferably a temperature of 0 to 20°C, and a humidity of 1%RH or lower, preferably a humidity of 0.0001 to 1%RH.

[0128]

[0129] Furthermore, the method for storing the isocyanate composition of the present invention includes a first step and a second step.

[0130] First, the first step of the method for storing an isocyanate composition of the present invention can prepare an isocyanate composition including a diisocyanate compound and a phenyl compound.

[0131] At this time, the diisocyanate compound and the phenyl compound are as described above, respectively. That is, the phenyl compound prepared in the first step may include a compound represented by the following chemical formula 1, a compound represented by the following chemical formula 2, and a compound represented by the following chemical formula 3.

[0132] [Chemical Formula 1]

[0133]

[0134] In the above chemical formula 1, B1 and B2 are each independently -CH2-, -CH2CH2-, -CH2CH2CH2-, -CH2CH2CH2CH2- or -CH2CH2CH2CH2-, and preferably -CH2-, -CH2CH2- or -CH2CH2CH2-.

[0135] [Chemical Formula 2]

[0136]

[0137] In the above chemical formula 2, B3 is -CH2-, -CH2CH2-, -CH2CH2CH2-, -CH2CH2CH2CH2- or -CH2CH2CH2CH2CH2-, and preferably -CH2-, -CH2CH2- or -CH2CH2CH2-.

[0138] [Chemical Formula 3]

[0139]

[0140] In the above chemical formula 3, B4, B5, B7 and B7 are each independently -CH2-, -CH2CH2-, -CH2CH2CH2-, -CH2CH2CH2CH2-, or -CH2CH2CH2CH2CH2-, preferably -CH2-, -CH2CH2-, or -CH2CH2CH2-.

[0141] In addition, the phenyl compound prepared in the first step may be included in an amount of 0.1 to 2,000 ppm, preferably 0.5 to 2,000 ppm, more preferably 10 to 1,000 ppm, even more preferably 50 to 800 ppm, and even more preferably 100 to 600 ppm, based on the total weight of the isocyanate composition prepared in the first step.

[0142] In addition, the isocyanate composition prepared in the first step can satisfy the following condition (1).

[0143] (1) 0.1 ppm ≤ B ≤ 1,000 ppm, preferably 0.5 ppm ≤ B ≤ 500 ppm, more preferably 10 ppm ≤ B ≤ 300 ppm, even more preferably 50 ppm ≤ B ≤ 200 ppm, and even more preferably 100 ppm ≤ B ≤ 150 ppm

[0144] In addition, the isocyanate composition prepared in the first step can satisfy the following condition (2).

[0145] (2) 0.1 ppm ≤ C ≤ 200 ppm, preferably 0.5 ppm ≤ C ≤ 200 ppm, more preferably 10 ppm ≤ C ≤ 150 ppm, even more preferably 50 ppm ≤ C ≤ 130 ppm, and even more preferably 90 ppm ≤ C ≤ 110 ppm

[0146] In addition, the isocyanate composition of the present invention prepared in the first step can satisfy the following condition (3).

[0147] (3) 0.1 ppm ≤ A ≤ 290 ppm, preferably 0.5 ppm ≤ A ≤ 290 ppm, more preferably 10 ppm ≤ A ≤ 280 ppm, even more preferably 100 ppm ≤ A ≤ 275 ppm, and even more preferably 200 ppm ≤ A ≤ 270 ppm

[0148] In addition, the isocyanate composition of the present invention prepared in the first step can satisfy the following condition (4).

[0149] (4) 3.0 ≤ (A + B + C) / C ≤ 8.0, preferably 3.0 ≤ (A + B + C) / C ≤ 6.0, more preferably 3.8 ≤ (A + B + C) / C ≤ 5.8, even more preferably 4.1 ≤ (A + B + C) / C ≤ 5.4, even more preferably 4.5 ≤ (A + B + C) / C ≤ 5.0

[0150]

[0151] Next, the second step of the method for storing the isocyanate composition of the present invention may be to store the isocyanate composition prepared in the first step under a nitrogen-substituted atmosphere, at a temperature of 20°C or lower, preferably 0 to 20°C, more preferably 5 to 15°C, and a humidity of 1%RH or lower, preferably 0.0001 to 1%RH, more preferably 0.001 to 0.1%RH. If the storage temperature in the second step exceeds 20°C, not only may the storage stability deteriorate, but also haze may increase, causing a problem in that the optical lens manufactured using the composition may be opaque and / or in that the optical lens may not be manufactured using the composition. If the storage humidity in the second step exceeds 1%RH, not only may the storage stability deteriorate, but also haze may increase, causing a problem in that the optical lens manufactured using the composition may be opaque.

[0152]

[0153] Meanwhile, the optical lens of the present invention may include the isocyanate composition of the present invention, and may have a yellowness (YI) of 5.0 or less, preferably 0.1 to 4.0, more preferably 0.5 to 3.0, and even more preferably 1.0 to 2.8.

[0154]

[0155] Furthermore, the non-foam resin of the present invention may include the isocyanate composition of the present invention.

[0156] The non-foam resin of the present invention is a resin that does not have a foam shape, and can be used as a coating agent, an adhesive, a sealant, or an elastomer, but is not limited thereto.

[0157] As a specific example, the non-foaming resin of the present invention may be a reaction product of the isocyanate composition of the present invention and an active hydrogen group-containing component. The active hydrogen group-containing component may include a polyol component (a component mainly containing a polyol having two or more hydroxyl groups), a polythiol component (a component mainly containing a polythiol having two or more mercapto groups (thiol groups)), a polyamine component (a compound mainly containing a polyamine having two or more amino groups), etc., and a preferred example of the active hydrogen group-containing component may be a raw material required for producing a polyurethane resin.

[0158] Meanwhile, the non-foam resin of the present invention used for coating, adhesive, sealant or elastomer may be a raw material used in the manufacture of automobiles, ships, flexible packaging, food packaging, construction, paints, inks, solar cells, microcapsules, adhesives for displays, optical materials and fuel cells, but is not limited thereto.

[0159]

[0160] Furthermore, a method for producing the isocyanate composition of the present invention described above will be described as an example as follows.

[0161] The isocyanate composition is synthesized by reacting an amine compound with phosgene in a solvent.

[0162] Solvents that can be used in the above phosgenation reaction include aromatic hydrocarbon solvents such as benzene, toluene, xylene, and ethylbenzene; chlorinated aromatic hydrocarbon solvents such as monochlorobenzene, 1,2-dichlorobenzene, and 1,4-dichlorobenzene; and chlorinated hydrocarbon solvents such as dichloromethane, chloroform, and carbon tetrachloride. Two or more of these can be used in combination.

[0163] The amine compound used in the above phosgenation reaction may be, for example, an amine compound obtained by hydrogenating a nitro compound or a chloride thereof. Specifically, the amine compound may be at least one selected from the group consisting of 1,4-tetramethylene diamine, 1,5-pentamethylene diamine, 1,6-hexamethylene diamine, 1,3-cyclohexylene diamine, 1,4-cyclohexylene diamine, isophorone diamine, diamine, methylenediphenyl diamine, methylenedicyclohexyl diamine, toluene diamine, m-xylylene diamine, p-xylylene diamine, and o-xylylene diamine, and salts thereof, and preferably m-xylylene diamine, p-xylylene diamine, o-xylylene diamine, or a salt thereof.

[0164] The above amine compound may be included in an amount of 1 to 20 parts by weight per 100 parts by weight of the solvent. If the content of the amine compound exceeds 20 parts by weight, there is a risk of precipitation of a large amount of the amine compound. Preferably, the content may be included in an amount of 1 to 15 parts by weight or 3 to 10 parts by weight.

[0165] Specifically, the phosgenation reaction can be carried out by a direct phosgenation method (Method 1) in which an amine compound is directly reacted with phosgene; a method in which an amine compound is reacted with anhydrous hydrochloric acid to form an amine-hydrochloride compound and then the formed salt is reacted with phosgene (Method 2); or a method in which an amine compound is reacted with carbonic acid to form an aliphatic amine-carbonate compound and then the formed salt is reacted with phosgene (Method 3).

[0166] The direct phosgenation method of the above method 1 can be performed by reacting an amine compound and phosgene in the above organic solvent. At this time, the phosgene can be introduced all at once at the beginning of the reaction, or can be introduced in part at the beginning of the reaction and the remainder can be introduced in installments during the reaction.

[0167] Meanwhile, the above method 1 can be performed by a first step of dissolving a portion of phosgene in the solvent and then adding the amine compound; and a second step of adding the remaining phosgene after the addition of the amine compound is complete and causing a reaction. At this time, the first step is preferably performed at a temperature of -15°C to -10°C to prevent leakage of highly toxic phosgene and also to prevent rapid heat generation when the amine compound is added, and the phosgenation reaction in the second step can be controlled to 120°C to 140°C so that the reaction can occur at an appropriate reaction rate without concern for decomposition of the amine compound.

[0168] In the case of the above method 2, it can be carried out by a step of reacting an amine compound with hydrochloric acid in an organic solvent to form an amine-hydrochloride compound, and then introducing phosgene to cause the reaction. The formation of the amine-hydrochloride compound can be carried out at a temperature of 30°C or lower, preferably at a temperature of about 23±5°C, and the reaction after the introduction of phosgene can be controlled to 120°C to 140°C. When carried out under such temperature conditions, the solubility of the amine-hydrochloride compound can be increased, and thermal decomposition of the isocyanate can be prevented, thereby producing a high-purity isocyanate compound in high yield.

[0169] In the case of the above method 3, it can be carried out by a step of reacting an amine compound with carbonic acid in a solvent to form an amine-carbonate compound, and then introducing phosgene to cause the reaction. At this time, the formation of the amine-carbonate compound can be carried out at a temperature of 30°C or lower, preferably about 23±5°C, and the reaction after the introduction of phosgene can be controlled to 80°C to 180°C. Preferably, it can be in the range of 100°C or higher, or 120°C or higher, and 150°C or lower, or 140°C or lower. When carried out under such temperature conditions, the solubility of the amine-carbonate compound is increased, and thermal decomposition of the isocyanate is prevented, thereby producing a high-purity isocyanate compound in a high yield.

[0170] After the reaction with phosgene is completed according to each method, a removal process such as nitrogen bubbling for unreacted phosgene and hydrogen chloride gas and a solvent removal process such as distillation may be optionally further performed, and these processes may be performed according to a conventional method.

[0171]

[0172] Hereinafter, the present invention will be described in more detail through examples, but the following examples do not limit the scope of the present invention, and should be interpreted as helping to understand the present invention.

[0173]

[0174] Example 1: Preparation of isocyanate composition

[0175] (1) 471 g of 1,2-dichlorobenzene and 32.5 g of m-xylylene diamine (m-XDA) with a purity of 99.4% were introduced into the reactor, and stirred while injecting anhydrous hydrochloric acid at a rate of 20 g / hr at room temperature (23±5°C). During the process of injecting the anhydrous hydrochloric acid, the internal temperature of the reactor rose to 50°C.

[0176] (2) After the above anhydrous hydrochloric acid was injected for 4 hours, the reactor was cooled until the internal temperature became room temperature (23±5℃). Thereafter, 43 ml of liquid phosgene was injected into the reactor, and the reactor was heated until the internal temperature reached 130℃. At this time, a dry ice-acetone cooler was used to prevent phosgene from leaking to the outside from the time of phosgene injection until the time of confirming the completion of the reaction, which will be described later. After the internal temperature of the reactor reached 130℃, the internal temperature of the reactor was maintained at 125 to 135℃ for 2 hours so that the solution contained inside the reactor became transparent. By confirming the completion of the reaction when the solution contained inside the reactor became transparent, it was confirmed that a reactant from which phosgene was removed was produced inside the reactor.

[0177] (3) Afterwards, nitrogen was blown into the reactor and the reactor was cooled until the internal temperature reached 80°C, and the reactant generated inside the reactor was obtained.

[0178] (4) The solvent contained in the reactant obtained through vacuum distillation was removed, and the oligomer contained in the reactant was removed through a purification process using a thin film distillation device (TFE) to purify the reactant, thereby finally producing an isocyanate composition. The purification using the thin film distillation device (TFE) was performed under the following conditions: a feeding temperature of 150°C, a thin film distillation device (TFE) temperature of 159°C, a vacuum of 0.01 torr, and a feeding rate of 2.6 ml / min.

[0179] Meanwhile, it was confirmed that the manufactured isocyanate composition contained 265 ppm of the compound represented by the following chemical formula 1-2 relative to the total weight of the manufactured isocyanate composition, 146 ppm of the compound represented by the following chemical formula 2-2 relative to the total weight of the manufactured isocyanate composition, and 106 ppm of the compound represented by the following chemical formula 3-2 relative to the total weight of the manufactured isocyanate composition.

[0180] [Chemical Formula 1-2]

[0181]

[0182] In the above chemical formula 1-2, B1 and B2 are each -CH2-.

[0183] [Chemical Formula 2-2]

[0184]

[0185] In the above chemical formula 2-2, B3 is -CH2-.

[0186] [Chemical Formula 3-2]

[0187]

[0188] In the above chemical formula 3-2, B4, B5, B7 and B7 are each -CH2-.

[0189]

[0190] Example 2: Preparation of isocyanate composition

[0191] An isocyanate composition was prepared in the same manner as in Example 1. However, unlike Example 1, purification using a thin film distillation device (TFE) was performed under the following conditions: feeding temperature 80°C, thin film distillation device (TFE) temperature 159°C, vacuum degree 0.1 torr, and feeding rate 1.0 ml / min.

[0192] Meanwhile, it was confirmed that the manufactured isocyanate composition contained 281 ppm of the compound represented by the chemical formula 1-2 based on the total weight of the manufactured isocyanate composition, 88 ppm of the compound represented by the chemical formula 2-2 based on the total weight of the manufactured isocyanate composition, and 88 ppm of the compound represented by the chemical formula 3-2 based on the total weight of the manufactured isocyanate composition.

[0193]

[0194] Example 3: Preparation of isocyanate composition

[0195] An isocyanate composition was prepared in the same manner as in Example 1. However, unlike Example 1, purification using a thin film distillation device (TFE) was performed under the following conditions: feeding temperature of 150°C, thin film distillation device (TFE) temperature of 159°C, vacuum of 0.01 torr, and feeding rate of 2.6 ml / min.

[0196] Meanwhile, it was confirmed that the manufactured isocyanate composition contained 112 ppm of the compound represented by the chemical formula 1-2 based on the total weight of the manufactured isocyanate composition, 131 ppm of the compound represented by the chemical formula 2-2 based on the total weight of the manufactured isocyanate composition, and 125 ppm of the compound represented by the chemical formula 3-2 based on the total weight of the manufactured isocyanate composition.

[0197]

[0198] Example 4: Preparation of isocyanate composition

[0199] An isocyanate composition was prepared in the same manner as in Example 1. However, unlike Example 1, purification using a thin film distillation device (TFE) was performed under the following conditions: feeding temperature 80°C, thin film distillation device (TFE) temperature 159°C, vacuum degree 0.01 torr, and feeding rate 2.6 ml / min.

[0200] Meanwhile, it was confirmed that the manufactured isocyanate composition contained 295 ppm of the compound represented by the chemical formula 1-2 based on the total weight of the manufactured isocyanate composition, 134 ppm of the compound represented by the chemical formula 2-2 based on the total weight of the manufactured isocyanate composition, and 102 ppm of the compound represented by the chemical formula 3-2 based on the total weight of the manufactured isocyanate composition.

[0201]

[0202] Example 5: Preparation of isocyanate composition

[0203] (1) 471 g of 1,2-dichlorobenzene and 32.5 g of m-xylylene diamine (m-XDA) with a purity of 99.4% were introduced into the reactor, and stirred while injecting anhydrous hydrochloric acid at a rate of 20 g / hr at room temperature (23±5°C). During the process of injecting the anhydrous hydrochloric acid, the internal temperature of the reactor rose to 50°C.

[0204] (2) After the above anhydrous hydrochloric acid was injected for 4 hours, the reactor was cooled until the internal temperature became room temperature (23±5℃). Thereafter, 43 ml of liquid phosgene was injected into the reactor, and the reactor was heated until the internal temperature reached 130℃. At this time, a dry ice-acetone cooler was used to prevent phosgene from leaking to the outside from the time of phosgene injection until the time of confirming the completion of the reaction, which will be described later. After the internal temperature of the reactor reached 130℃, the internal temperature of the reactor was maintained at 125 to 135℃ for 2 hours so that the solution contained inside the reactor became transparent. By confirming the completion of the reaction when the solution contained inside the reactor became transparent, it was confirmed that a reactant from which phosgene was removed was produced inside the reactor.

[0205] (3) Afterwards, nitrogen was blown into the reactor and the reactor was cooled until the internal temperature reached 80°C, and the reactant generated inside the reactor was obtained.

[0206] (4) The solvent contained in the reactant obtained through vacuum distillation was removed, and a purification process was performed by distillation using a thin film distillation apparatus (TFE), and then an additional vacuum purification process was performed to remove the oligomer contained in the reactant, thereby finally manufacturing an isocyanate composition. The purification using the thin film distillation apparatus (TFE) was performed under the conditions of a feeding temperature of 160°C, a thin film distillation apparatus (TFE) temperature of 159°C, a vacuum of 0.01 torr, and a feeding rate of 2.6 ml / min, and the vacuum purification was performed under the conditions of a pressure of 3 to 4 mbar and a temperature of 150 to 152°C.

[0207] Meanwhile, it was confirmed that the manufactured isocyanate composition contained 150 ppm of the compound represented by the chemical formula 1-2 relative to the total weight of the manufactured isocyanate composition, 990 ppm of the compound represented by the chemical formula 2-2 relative to the total weight of the manufactured isocyanate composition, and 187 ppm of the compound represented by the chemical formula 3-2 relative to the total weight of the manufactured isocyanate composition.

[0208]

[0209] Example 6: Preparation of isocyanate composition

[0210] An isocyanate composition was prepared in the same manner as in Example 1. However, unlike Example 1, purification using a thin film distillation device (TFE) was performed under the following conditions: feeding temperature of 160°C, thin film distillation device (TFE) temperature of 180°C, vacuum of 0.01 torr, and feeding rate of 1.0 ml / min.

[0211] Meanwhile, it was confirmed that the manufactured isocyanate composition contained 102 ppm of the compound represented by the chemical formula 1-2 relative to the total weight of the manufactured isocyanate composition, 153 ppm of the compound represented by the chemical formula 2-2 relative to the total weight of the manufactured isocyanate composition, and 300 ppm of the compound represented by the chemical formula 3-2 relative to the total weight of the manufactured isocyanate composition.

[0212]

[0213] Example 7: Preparation of isocyanate composition

[0214] An isocyanate composition was prepared in the same manner as in Example 1. However, unlike Example 1, purification using a thin film distillation device (TFE) was performed under the following conditions: feeding temperature of 60°C, thin film distillation device (TFE) temperature of 150°C, vacuum of 0.01 torr, and feeding rate of 2.6 ml / min.

[0215] Meanwhile, it was confirmed that the manufactured isocyanate composition contained 1000 ppm of the compound represented by the chemical formula 1-2 based on the total weight of the manufactured isocyanate composition, 27 ppm of the compound represented by the chemical formula 2-2 based on the total weight of the manufactured isocyanate composition, and 187 ppm of the compound represented by the chemical formula 3-2 based on the total weight of the manufactured isocyanate composition.

[0216]

[0217] Comparative Example 1: Preparation of isocyanate composition

[0218] An isocyanate composition was prepared in the same manner as in Example 1. However, unlike Example 1, purification using a thin film distillation device (TFE) was performed under the following conditions: feeding temperature of 160°C, thin film distillation device (TFE) temperature of 159°C, vacuum of 0.01 torr, and feeding rate of 1.0 ml / min.

[0219] Meanwhile, it was confirmed that the manufactured isocyanate composition contained 2383 ppm of the compound represented by the chemical formula 1-2 based on the total weight of the manufactured isocyanate composition, and that the compound represented by the chemical formula 2-2 contained 110 ppm based on the total weight of the manufactured isocyanate composition.

[0220]

[0221] Experimental Example 1: APHA Color and Haze Measurement

[0222] According to the method of ASTM E313, the APHA color and haze of each of the isocyanate compositions manufactured in Examples 1 to 7 and Comparative Example 1 were measured using Ultrascan Pro from HunterLab (light source: C / 2) and are shown in Table 1 below.

[0223] In addition, each of the isocyanate compositions manufactured in Examples 1 to 7 was stored for 90 days under nitrogen-substituted atmosphere, temperature of 15°C, and humidity of 0.1%RH, and then the APHA color and haze of each of the stored isocyanate compositions manufactured in Examples 1 to 7 were measured (light source: C / 2), and are shown in Table 1 below.

[0224]

[0225] As can be seen in Table 1, it was confirmed that the isocyanate composition manufactured in Example 1 had a low haze value and a low APHA color value even after 90 days of storage.

[0226] In addition, compared to the isocyanate composition prepared in Example 1, it was confirmed that the isocyanate compositions prepared in Examples 2 to 6 showed an increase in haze value and APHA color value after 90 days of storage.

[0227] Meanwhile, it was confirmed that the isocyanate compositions manufactured in Example 7 and Comparative Example 1 had significantly high APHA color values ​​that made them unusable as transparent optical materials.

[0228]

[0229] Manufacturing Examples 1 to 6: Manufacturing of optical lenses

[0230] Each of the isocyanate compositions manufactured in Examples 1 to 6 was stirred and mixed at room temperature (=23°C) for 20 minutes with 20.8 g, 0.04 g of ZELEC™ UN (manufactured by Stepan) as an internal release agent, and 0.04 g of Biosorb™ 583 (manufactured by Sakai Chemical industry Co., Ltd) as an ultraviolet absorber. A mixture was prepared by stirring and mixing the mixture, and 0.24 g of a dye solution containing 0.047 wt% of Quinizarin Blue and 0.002 g of DBTC (dibutyltin dichloride) were added to the mixture and stirred for 10 minutes. After adding 19.2 g of 2,3-bis(2-sulfanyl ethyl sulfanyl)propane-1-thiol, the mixture was stirred for 1 hour while degassing under a pressure condition of 5 mbar, thereby preparing a composition for polyisocyanate polymerization.

[0231] The manufactured polyisocyanate polymerization composition was filtered using a 1 μm PTFE filter and then injected into a mold formed from a glass mold and tape, respectively. Thereafter, the mold was placed in an oven and polymerization was performed for 20 hours while gradually increasing the temperature from 10°C to 120°C. After completion of the polymerization, the mold was taken out from the oven and released to obtain each plastic optical lens. The obtained optical lenses were annealed at 120°C for 6 hours to produce optical lenses having a thickness of 9 mm, respectively. The optical lens manufactured using the isocyanate composition manufactured in Example 1 is shown as Manufacturing Example 1 in Table 2 below, the optical lens manufactured using the isocyanate composition manufactured in Example 2 is shown as Manufacturing Example 2 in Table 2 below, the optical lens manufactured using the isocyanate composition manufactured in Example 3 is shown as Manufacturing Example 3 in Table 2 below, the optical lens manufactured using the isocyanate composition manufactured in Example 4 is shown as Manufacturing Example 4 in Table 2 below, the optical lens manufactured using the isocyanate composition manufactured in Example 5 is shown as Manufacturing Example 5 in Table 2 below, and the optical lens manufactured using the isocyanate composition manufactured in Example 6 is shown as Manufacturing Example 6 in Table 2 below.

[0232]

[0233] Experimental Example 2: Color Difference Measurement

[0234] According to the method of ASTM D1209, the L* value, a* value, b* value, and yellowness (YI) of each optical lens manufactured in Manufacturing Examples 1 to 5 were measured using Ultrascan Pro from HunterLab, and the results are shown in Table 2.

[0235]

[0236] As can be seen in Table 2, the optical lens of Manufacturing Example 1 was found to have particularly low yellowness.

[0237] However, it was confirmed that compared to the optical lens of Manufacturing Example 1, the optical lens of Manufacturing Example 2 showed a high yellowness, compared to the optical lens of Manufacturing Example 2, the optical lens of Manufacturing Example 3 showed a high yellowness, and compared to the optical lens of Manufacturing Example 3, the optical lens of Manufacturing Example 4 showed a high yellowness.

[0238]

[0239] The above illustrates and describes specific embodiments. However, the invention is not limited to the aforementioned embodiments, and those skilled in the art will readily appreciate that various modifications and implementations can be made without departing from the spirit and scope of the invention as set forth in the claims below.

Claims

1. Containing diisocyanate compounds; and phenyl compounds; An isocyanate composition comprising a compound represented by the following chemical formula 1, a compound represented by the following chemical formula 2, and a compound represented by the following chemical formula 3. [Chemical Formula 1] [Chemical Formula 2] [Chemical Formula 3] In the above chemical formula 1, B1 and B2 are each independently -CH2-, -CH2CH2-, -CH2CH2CH2-, -CH2CH2CH2CH2- or -CH2CH2CH2CH2CH2-, In the above chemical formula 2, B3 is -CH2-, -CH2CH2-, -CH2CH2CH2-, -CH2CH2CH2CH2-, or -CH2CH2CH2CH2CH2-, In the above chemical formula 3, B4, B5, B7 and B7 are each independently -CH2-, -CH2CH2-, -CH2CH2CH2-, -CH2CH2CH2CH2-, or -CH2CH2CH2CH2CH2-.

2. In paragraph 1, An isocyanate composition comprising the phenyl compound in an amount of 0.1 to 2,000 ppm based on the total weight of the isocyanate composition.

3. In paragraph 2, The above isocyanate composition is an isocyanate composition that satisfies both the following conditions (1) and (2). (1) 0.1 ppm ≤ B ≤ 1,000 ppm (2) 0.1 ppm ≤ C ≤ 200 ppm In the above condition (1), B represents the content (ppm) of the compound represented by the above chemical formula 2 with respect to the total weight of the isocyanate composition, In the above condition (2), C represents the content (ppm) of the compound represented by the above chemical formula 3 with respect to the total weight of the isocyanate composition.

4. In paragraph 3, The above isocyanate composition further satisfies the following condition (3). (3) 0.1 ppm ≤ A ≤ 290 ppm In the above condition (3), A represents the content (ppm) of the compound represented by the above chemical formula 1 with respect to the total weight of the isocyanate composition.

5. In paragraph 3, The above isocyanate composition further satisfies the following condition (4). (4) 3.0 ≤ (A + B + C) / C ≤ 8.0 In the above condition (4), A represents the content (ppm) of the compound represented by the above chemical formula 1 with respect to the total weight of the isocyanate composition, B represents the content (ppm) of the compound represented by the above chemical formula 2 with respect to the total weight of the isocyanate composition, and C represents the content (ppm) of the compound represented by the above chemical formula 3 with respect to the total weight of the isocyanate composition.

6. In paragraph 1, An isocyanate composition comprising at least one selected from the group consisting of 1,4-tetramethylene diisocyanate, 1,5-pentamethylene diisocyanate, 1,6-hexamethylene diisocyanate, 1,3-cyclohexylene diisocyanate, 1,4-cyclohexylene diisocyanate, isophorone diisocyanate, norbornene diisocyanate, methylenediphenyl diisocyanate, methylenedicyclohexyl isocyanate, toluene diisocyanate, m-xylylene diisocyanate, p-xylylene diisocyanate, and o-xylylene diisocyanate.

7. In paragraph 1, An isocyanate composition wherein the above diisocyanate compound is m-xylylene diisocyanate.

8. In paragraph 1, The compound represented by the above chemical formula 1 is a compound represented by the following chemical formula 1-1, The compound represented by the above chemical formula 2 is a compound represented by the following chemical formula 2-1, An isocyanate composition in which the compound represented by the above chemical formula 3 is a compound represented by the following chemical formula 3-1. [Chemical Formula 1-1] [Chemical Formula 2-1] [Chemical Formula 3-1] In the above chemical formula 1-1, B1 and B2 are each independently -CH2-, -CH2CH2- or -CH2CH2CH2-, In the above chemical formula 2-1, B3 is -CH2-, -CH2CH2- or -CH2CH2CH2-, In the above chemical formula 3-1, B4, B5, B7 and B7 are each independently -CH2-, -CH2CH2- or -CH2CH2CH2-.

9. In paragraph 1, The above isocyanate composition is an isocyanate composition that satisfies the following condition (5). (5) 0.001% ≤ E - D ≤ 4.0% In the above condition (5), D represents the haze value of the isocyanate composition, and E represents the haze value measured after storing the isocyanate composition for 70 to 110 days under conditions of a temperature of 20°C or lower and a humidity of 1%RH or lower.

10. A first step of preparing an isocyanate composition comprising a diisocyanate compound and a phenyl compound; and A second step of storing the above isocyanate composition under a nitrogen-substituted atmosphere, at a temperature of 20°C or lower and a humidity of 1%RH or lower; A method for storing an isocyanate composition, wherein the phenyl compound of the first step comprises a compound represented by the following chemical formula 1, a compound represented by the following chemical formula 2, and a compound represented by the following chemical formula 3. [Chemical Formula 1] [Chemical Formula 2] [Chemical Formula 3] In the above chemical formula 1, B1 and B2 are each independently -CH2-, -CH2CH2-, -CH2CH2CH2-, -CH2CH2CH2CH2- or -CH2CH2CH2CH2CH2-, In the above chemical formula 2, B3 is -CH2-, -CH2CH2-, -CH2CH2CH2-, -CH2CH2CH2CH2- or -CH2CH2CH2CH2CH2-, In the above chemical formula 3, B4, B5, B7 and B7 are each independently -CH2-, -CH2CH2-, -CH2CH2CH2-, -CH2CH2CH2CH2-, or -CH2CH2CH2CH2CH2-.

11. In paragraph 10, A method for storing an isocyanate composition, wherein the phenyl compound of the first step is included in an amount of 0.1 to 2,000 ppm based on the total weight of the isocyanate composition prepared in the first step.

12. In paragraph 11, A method for storing an isocyanate composition, wherein the isocyanate composition prepared in the above first step satisfies both the following conditions (1) and (2). (1) 0.1 ppm ≤ B ≤ 1,000 ppm (2) 0.1 ppm ≤ C ≤ 200 ppm In the above condition (1), B represents the content (ppm) of the compound represented by the above chemical formula 2 with respect to the total weight of the isocyanate composition, In the above condition (2), C represents the content (ppm) of the compound represented by the above chemical formula 3 with respect to the total weight of the isocyanate composition.

13. In paragraph 10, The second step is a method for storing an isocyanate composition, wherein the isocyanate composition is stored under a nitrogen-substituted atmosphere, at a temperature of 0 to 20°C and a humidity of 0.0001 to 1%RH.

14. An optical lens comprising the isocyanate composition of paragraph 1.

15. In paragraph 14, The above optical lens is an optical lens having a yellowness (YI) of 5.0 or less.

16. A non-foam resin comprising the isocyanate composition of paragraph 1.

17. In paragraph 16, The above non-foam resin is a non-foam resin for coating, adhesive, sealant or elastomer.

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