IP Library Granted Patent US 12679923
Granted Patent B2
US 12679923 · App. 18/281,208 · Granted Jul 14, 2026

Xylylene diisocynate composition, preparation method therefor and use thereof

Inventors: Fulin Zhu (Yantai, CN); Yonghua Shang (Yantai, CN); Jianfeng Li (Yantai, CN); Weijie Liu (Yantai, CN); Peng Wang (Yantai, CN); Wenbin Li (Yantai, CN); Pengfei Wang (Yantai, CN); Qian Wu (Yantai, CN); Wei Liu (Yantai, CN); Yuan Li (Yantai, CN)
Assignee: WANHUA CHEMICAL GROUP CO., LTD.
C08G18/711C07C263/10C07C263/20C07C265/08C07C265/14C08G18/092C08G18/10C08G18/242C08G18/3206C08G18/3876C08G18/42C08G18/7642C08G18/794C08G18/8029C09D175/04G02B1/04F21V1/22G02B1/041
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Quick Facts
Patent No.
US 12679923
App. No.
18/281,208
Granted
Jul 14, 2026
Kind
B2
Abstract

A xylylene diisocynate composition, a preparation method therefor and the use thereof. The xylylene diisocynate composition includes xylylene diisocynate and 0.2-500 ppm of a compound represented by formula (1). A resin prepared from the provided xylylene diisocynate composition has an excellent discoloration resistance and can effectively inhibit yellowing and/or white turbidity thereof.

Claims (23)

1 . A xylylene diisocyanate composition, comprising xylylene diisocyanate and 0.2-500 ppm of a compound as shown in formula (1):

wherein the xylylene diisocyanate composition further comprises a bromine-containing compound; and the content of the bromine-containing compound is 0.5-50 ppm based on a mass of elemental bromine.

2 . The xylylene diisocyanate composition according to claim 1 , wherein the xylylene diisocyanate comprises any one or a combination of at least two of 1,2-bis (isocyanatomethyl) benzene, 1,3-bis (isocyanatomethyl) benzene or 1,4-bis (isocyanatomethyl) benzene.

3 . The xylylene diisocyanate composition according to claim 2 , wherein the xylylene diisocyanate comprises 1,3-bis (isocyanatomethyl) benzene and/or 1,4-bis (isocyanatomethyl) benzene.

4 . The xylylene diisocyanate composition according to claim 2 , wherein the xylylene diisocyanate is 1,3-bis (isocyanatomethyl) benzene.

5 . The xylylene diisocyanate composition according to claim 1 , wherein the compound as shown in formula (1) comprises any one or a combination of at least two of the following compounds:

6 . A preparation method for the xylylene diisocyanate composition according to claim 1 , comprising:

(1) isocyanation process: subjecting xylylenediamine or xylylenediamine hydrochloride to isocyanation reaction with phosgene in the presence of a reaction solvent to obtain a reaction product containing xylylene diisocyanate and the compound as shown in formula (1);

(2) solvent separation and refining process: removing the solvent from the reaction product obtained in step (1), and refining the removed solvent to obtain a reuse solvent and then returning to the reaction system in step (1); and

(3) separation process: separating and purifying a solvent-removed reaction product obtained in step (2) to obtain the xylylene diisocyanate composition.

7 . The preparation method according to claim 6 , wherein the reaction solvent comprises a fresh solvent and/or a reuse solvent.

8 . The preparation method according to claim 6 , wherein the moisture content of the reaction solvent is 1-500 ppm.

9 . The preparation method according to claim 6 , wherein the moisture content of the reuse solvent is 1-500 ppm.

10 . A modified composition of a xylylene diisocyanate composition, which is obtained by modifying the xylylene diisocyanate composition according to claim 1 , wherein a modified xylylene diisocyanate of the modified composition comprises any one or a combination of at least two of groups (a)-(i) as follows: (a) an isocyanurate group, (b) a uretdione group, (c) a biuret group, (d) a carbamate group, (e) a ureido group, (f) an iminooxadiazinedione group, (g) an allophanate group, (h) a uretonimine group or (i) a carbodiimide group.

11 . A two-component polyurethane raw material comprising agent A and agent B;

the agent A comprises the xylylene diisocyanate composition according to claim 1 and/or a modified composition; wherein the modified composition is obtained by modifying the xylylene diisocyanate composition according to claim 1 , wherein a modified xylylene diisocyanate of the modified composition comprises any one or a combination of at least two of groups (a)-(i) as follows: (a) an isocyanurate group, (b) a uretdione group, (c) a biuret group, (d) a carbamate group, (e) a ureido group, (f) an iminooxadiazinedione group, (g) an allophanate group, (h) a uretonimine group or (i) a carbodiimide group;

the agent B comprises a substance having an active hydrogen group.

12 . A polyurethane resin which is obtained by reacting the xylylene diisocyanate composition according to claim 1 with a substance having an active hydrogen group, or by reacting a modified composition with a substance having an active hydrogen group;

wherein the modified composition is obtained by modifying the xylylene diisocyanate composition according to claim 1 , wherein a modified xylylene diisocyanate of the modified composition comprises any one or a combination of at least two of groups (a)-(i) as follows: (a) an isocyanurate group, (b) a uretdione group, (c) a biuret group, (d) a carbamate group, (e) a ureido group, (f) an iminooxadiazinedione group, (g) an allophanate group, (h) a uretonimine group or (i) a carbodiimide group.

13 . An elastomer material comprising the polyurethane resin according to claim 12 .

14 . An optical material which is obtained by polymerizing the xylylene diisocyanate composition according to claim 1 with a polythiol compound, or by polymerizing a modified composition with a polythiol compound;

wherein the modified composition is obtained by modifying the xylylene diisocyanate composition according to claim 1 , wherein a modified xylylene diisocyanate of the modified composition comprises any one or a combination of at least two of groups (a)-(i) as follows: (a) an isocyanurate group, (b) a uretdione group, (c) a biuret group, (d) a carbamate group, (e) a ureido group, (f) an iminooxadiazinedione group, (g) an allophanate group, (h) a uretonimine group or (i) a carbodiimide group.

15 . The optical material according to claim 14 , wherein the optical material comprises a plastic lens material, a vehicle lampshade material, a transparent roof material, or a lens material for smartphones or tablets.