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Polyesters comprising 2, 2, 4, 4-tetraalkyl-1, 3-cyclobutanediol

A technology of cyclohexanedimethanol and diol, used in polyurea/polyurethane adhesives, packaging, household packaging, etc., can solve problems such as unmet needs for various applications

Active Publication Date: 2021-08-20
伊士曼(中国)投资管理有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are still unmet needs for a variety of applications

Method used

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  • Polyesters comprising 2, 2, 4, 4-tetraalkyl-1, 3-cyclobutanediol
  • Polyesters comprising 2, 2, 4, 4-tetraalkyl-1, 3-cyclobutanediol
  • Polyesters comprising 2, 2, 4, 4-tetraalkyl-1, 3-cyclobutanediol

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0136] A 12L round bottom kettle with a four-neck cover was equipped with a mechanical stirrer, thermocouple, heated dephlegmator (100°C), Dean-Stark trap and refrigerated condenser (15°C). Charge the kettle with 2,2,4,4-tetramethylcyclobutane-1,3-diol (TMCD) (1890 g), diethylene glycol (DEG g), isophthalic acid (IPA) (2558 g ), adipic acid (AD) (1098g). The mixture was allowed to react under a nitrogen blanket. The temperature was increased from room temperature to 140°C over 80 minutes. Once at 140°C, the temperature was increased from 140°C to 250°C over 4 hours. Once the maximum temperature was reached, the acid catalyst titanium isopropoxide (3.7 g) was added to the reaction, a vacuum of 28 Torr was applied, and the temperature was maintained until a low acid number was achieved. Sampling the polyester polyol for the acid value achieved an acid value of 1.6. Subsequently, the polyester polyol was allowed to cool to 190°C before being poured into aluminum pans for furt...

example 2

[0141] A 12L round bottom kettle with a four-neck cover was equipped with a mechanical stirrer, thermocouple, heated dephlegmator (100°C), Dean-Stark trap and refrigerated condenser (15°C). Charge the kettle with 2,2,4,4-tetramethylcyclobutane-1,3-diol (TMCD) (1890 g), diethylene glycol (DEG g), isophthalic acid (IPA) (2558 g ), adipic acid (AD) (1098g). The mixture was allowed to react under a nitrogen blanket. The temperature was increased from room temperature to 140°C over 80 minutes. Once at 140°C, the temperature was increased from 140°C to 250°C over 4 hours. Subsequently, the acid catalyst titanium isopropoxide (3.7 g) was added to the reaction, a vacuum of 28 Torr was applied, and the temperature was maintained until the polyol had an acid number of 1.6. The resulting polyester polyol was allowed to cool to 190°C before being poured into an aluminum pan where the polyester polyol was allowed to cool further and collected as a solid product.

[0142] Several polyes...

example 3

[0148] Polyol-A2 as described in Example 2 was weighed, along with polyurethane grade ethyl acetate, into an 8 oz glass jar with a Teflon lid to yield a 60 wt% solids polyol solution. The jar was closed and sealed with electrical tape, and rolled overnight to allow thorough mixing. When ready to paint, combine the polyol solution, hardener, ethyl acetate, and adhesion promoter into another 8 oz glass jar and swirl to mix, resulting in a coating with 40 wt% solids and an isocyanate / OH index of 2 adhesive formulations.

[0149] The adhesive formulation was coated onto PET1 using a Model KCC-101 TMI Automatic Drawdown Machine and a No. 1 Meyer rod at 30 ft / min (inches per minute). The coated PET1 was placed in an oven at 65°C for 1 minute. After corona treatment machine with 10KWf 2 The treated second film CPP at a power density of / m was then placed on top of the coated PET1 and was applied using a laminator ( A TL806Smart Thermal Laminator, Office Depot) laminated the stru...

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Abstract

Adhesive compositions comprise a polyester polyol that includes residues of at least one 2, 2, 4, 4-tetraalkylcyclobutane-1, 3-diol, including, for example, 2, 2, 4, 4-tetramethylcyclobutane-1, 3-diol (TMCD). Adhesive compositions as described herein exhibit enhanced properties as compared to conventional adhesive compositions, and may be suitable for a wide variety of end use applications, including, flexible packaging, woodworking, automotive uses, and electronics.

Description

technical field [0001] The present invention relates to polyurethane adhesives based on polyesters containing residues of 2,2,4,4-tetraalkyl-1,3-cyclobutanediol (TACD), especially 2,2,4, Residue of 4-tetramethylcyclobutane-1,3-diol (TMCD). Background technique [0002] Polyurethanes are widely used as adhesives and sealants for bonding a variety of substrates. Depending on the application, polyurethane adhesives and sealants can be formulated to provide a variety of desirable properties. However, there are still unmet needs for a variety of applications. For example, improved weatherability may be desirable for outdoor applications, for example, in buildings and structures, and exterior applications for motor vehicle and aircraft use. Thermal stability is a desirable characteristic for automotive interior applications. Hydrolytic stability and chemical resistance can be ideal for packaging and electronics applications. Impact resistance can be ideal for automotive winds...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/12C08G63/123C08G63/16C08G63/18
CPCC09J175/06B32B7/12C08G18/423C08G18/425C08G18/792C08G2170/20B32B9/025B32B15/08B32B9/04B32B2307/732B32B15/10B32B2419/00B32B2439/70B32B15/14B32B9/042B32B9/041B32B21/08B32B27/32B32B9/047B32B5/26B32B2553/00B32B2457/00B32B21/10B32B21/13B32B27/36B32B27/12B32B2605/00B32B15/20B32B9/045B32B15/09B32B15/085B32B27/08C08G18/12C08G18/307C08G18/4216C08G18/73C08G18/755C08G2170/00C08G2390/00C09J2475/00C08G63/181C08G63/199C08G63/672C09J2301/122C09J2203/354C09J2301/306C09J175/08C09J2400/163C09J2423/106C09J2467/006C09J7/35C09J2301/304C08G18/7657C09J2203/326
Inventor 李文涛埃米特·达德利·克劳福德谢瑞克里斯多夫·哈伦·博尔卡尼克·艾伦·柯林斯邓榴莎拉·埃克斯利·戈茨郭钊明约翰·索顿·马多克斯
Owner 伊士曼(中国)投资管理有限公司
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