IP Library › Granted Patent US 11,702,384
Granted Patent B2
US 11,702,384 · App. 17/111,814 · Granted Jul 18, 2023

Diisocyanate composition for optical lens and preparation method thereof

Inventors: Jaeyoung Pai (Gyeonggi-do, KR); Jeongmoo Kim (Gyeonggi-do, KR); Hyuk Hee Han (Gyeonggi-do, KR); Jung Hwan Myung (Gyeonggi-do, KR)
Assignees: SKC CO., LTD.; WOORI FINE CHEM CO., LTD.
C07C265/14C07C263/10C07C263/20C08G18/7642G02B1/041
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Quick Facts
Patent No.
US 11,702,384
App. No.
17/111,814
Granted
Jul 18, 2023
Kind
B2
Abstract

According to an embodiment, the pH of a diisocyanate composition and a diamine hydrochloride composition used in the preparation of an optical lens is adjusted to a specific range, whereby it is possible to enhance not only the yield and purity of the diisocyanate composition but also the optical characteristics of the final optical lens by suppressing the striae and cloudiness. Specifically, according to the process of the embodiment, the amount of an aqueous hydrochloric acid solution introduced to the reaction may be adjusted to control the pH of the diisocyanate composition to a desired range, thereby enhancing the yield and purity. Accordingly, the process for preparing a diisocyanate composition according to the embodiment can be applied to the preparation of a plastic optical lens of high quality.

Claims (19)

1. A process for preparing a diisocyanate composition for an optical lens, the process comprising:

reacting a diamine with an aqueous hydrochloric acid solution to obtain a diamine hydrochloride composition; and

obtaining a diisocyanate composition from the diamine hydrochloride composition by a phosgenation reaction,

wherein a process for preparing the diamine hydrochloride composition comprises a sequence of:

(1a) introducing an aqueous hydrochloric acid solution into a first reactor;

(1b) introducing and stirring a diamine into the first reactor; and

(1c) introducing and stirring a first organic solvent into the first reactor,

wherein the aqueous hydrochloric acid solution is introduced such that the amount of HCl is 2.02 moles to 4.00 moles per 1 mole of the diamine, and

the diamine hydrochloride composition has a pH of 3.0 to 4.0 when dissolved in water at a concentration of 10% by weight,

wherein the content of chlorine ions in the diisocyanate composition is 100 ppm or less,

wherein the process further comprises treating the diamine hydrochloride composition after the diamine and the aqueous hydrochloric acid solution are reacted, and

wherein the step of treating the diamine hydrochloride composition comprises at least one of precipitating the diamine hydrochloride composition, filtering the diamine hydrochloride composition, drying the diamine hydrochloride composition, and washing the diamine hydrochloride composition.

2. The process for preparing a diisocyanate composition for an optical lens of claim 1 , wherein the phosgenation reaction is carried out at a temperature of 115° C. to 130° C. using triphosgene, and the aqueous hydrochloric acid solution has a concentration of 20% by weight to 45% by weight.

3. The process for preparing a diisocyanate composition for an optical lens of claim 1 , wherein the content of free amines in the diamine hydrochloride composition is 0.1% by weight or less, the content of chlorine ions in the diamine hydrochloride composition is 0.1% by weight or less, and the diisocyanate composition has a pH of 5.02 to 5.8.

4. The process for preparing a diisocyanate composition for an optical lens of claim 1 , wherein the diisocyanate composition is obtained by distillation after the phosgenation reaction,

the distillation comprises distillation of a diisocyanate at a temperature of 100° C. to 130° C. and a pressure of 2 torr or less, and

the yield of the distillation of the diisocyanate is 88% or more.

5. The process for preparing a diisocyanate composition for an optical lens of claim 1 , wherein the diisocyanate composition comprises 98.7% by weight or more of a diisocyanate before the distillation of the diisocyanate, and the diisocyanate composition comprises 99.9% by weight or more of the diisocyanate after the distillation of the diisocyanate.

6. The process for preparing a diisocyanate composition for an optical lens of claim 1 , wherein the diamine is xylylenediamine, and the diisocyanate composition comprises xylylene diisocyanate.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 8, 2024
From: SKC CO., LTD.; WOORI FINE CHEM CO., LTD.
To: SK PUCORE CO., LTD.; WOORI FINE CHEM CO., LTD.
Reel/Frame 066417/0754 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 4, 2020
From: PAI, JAEYOUNG; KIM, JEONGMOO; HAN, HYUK HEE; MYUNG, JUNG HWAN
To: SKC CO., LTD.; WOORI FINE CHEM CO., LTD.
Reel/Frame 054544/0778 →
Priority Claims (3)
KR 10-2019-0162101 · Dec 6, 2019 · national
KR 10-2020-0099495 · Aug 7, 2020 · national
KR 10-2020-0099496 · Aug 7, 2020 · national
Continuity (1)
Related Publication 20210171452A1 · Jun 10, 2021
Cited By (1)
US 12,503,427