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Two-component composition based on compounds with at least two exo-vinylene cyclic carbonate units

A kind of cyclic carbonate, outer vinylidene technology, applied in the field of two-component composition, can solve problems such as yield reduction

Inactive Publication Date: 2019-05-03
HENKEL KGAA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these derivatives and monomers must be synthesized using multi-steps with greatly reduced yields

Method used

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  • Two-component composition based on compounds with at least two exo-vinylene cyclic carbonate units
  • Two-component composition based on compounds with at least two exo-vinylene cyclic carbonate units
  • Two-component composition based on compounds with at least two exo-vinylene cyclic carbonate units

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0356] Example 1: Material Properties of Mixed Keto-Urethane / Keto-Carbonate Polymers Obtained from SE2 and Jeffamine D-205

[0357] SE2 was mixed with Jeffamine D-205 at room temperature at various equivalence ratios. Each of the obtained formulations was cast into a 2 mm thick sheet using a polytetrafluoroethylene (PTFE) mold and allowed to cure at room temperature. In the absence of infrared (IR) ring carbonate bands (about 1830cm -1 ) indicating complete cure, for each formulation tensile test specimen S2 ("dog bone" or "paddle") was cut according to DIN 53504 (ISO37) and stretched accordingly at 23°C ± 2°C test.

[0358] The results given in Table 1 below represent the mean stress and strain values ​​for a minimum of 5 samples of each formulation.

[0359] Table 1. Tensile material properties of SE2 cured with different amounts of amine

[0360]

Embodiment 2

[0361] Example 2: Lap Shear Test of Mixed Keto Urethane / Keto Carbonate Polymers Obtained from SE2, SE4 and SE5 and Jeffamine D-205

[0362] Each of SE2, SE4, and SE5 was independently mixed with Jeffamine D-205 at 50% equivalent of the diamine at room temperature. In full: 2.0g (5.38meq) of SE2 was mixed with 0.31g (2.69meq) of Jeffamine D-205; 2.0g of SE4 (5.94meq) was mixed with 0.35g of Jeffamine D-205 (2.97meq); 2.0 g SE5 (5.60meq) was mixed with 0.325g Jeffamine D-205 (2.80meq).

[0363] According to DIN EN 1465, the formulations obtained were used to prepare lap-shear specimens for the following compound combinations: wood-wood; steel-steel; and ABS-ABS. Store the sample at 50°C with the remaining binder mixture until 1830 cm -1 The infrared (IR) band disappears at , indicating complete consumption of the cyclic carbonate in the remaining mixture. The lap shear test was performed according to the above standard.

[0364] The results given in Table 2 below represent...

Embodiment 3

[0367] Example 3: Lap Shear Testing of Mixed Keto Urethane / Keto Carbonate Polymers from SE2 and IPDA

[0368] 1.8g SE2 (4.84meq) was mixed with 0.2g IPDA (2.42meq) at room temperature. The formulations obtained were quickly used to prepare lap shear specimens for each of the following compound combinations according to DIN EN 1465: wood-wood; steel-steel; and ABS-ABS. Store the sample with the remaining binder mixture at room temperature until 1830 cm- 1 The infrared (IR) band disappears at , indicating complete consumption of the cyclic carbonate in the remaining mixture. The lap shear test was performed according to the above standard.

[0369] The results given in Table 3 below represent the average lap shear strength values ​​(MPa) of at least 5 test samples for each combination of materials.

[0370] Table 3. Lap shear strength of SE2 cured with IPDA (50eq.%)

[0371]

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Abstract

The present invention provides a composition having two separate, reactive components that when mixed together form a reactive mixture that undergoes curing or hardening, said two-component sealant and / or adhesive composition comprising: i) in a first component, at least one compound (VCC) having two or more exo-vinylene cyclic carbonate units, wherein said exo-vinylene cyclic carbonate units arebonded to one another by means of at least one organic, siloxane-free linking group, wherein said linking group is not directly bonded to the exo-vinylene double bonds and linking groups formed by polymerization of (meth)acrylic monomers are excluded; and, ii) in a second component, at least one multifunctional hardener that has at least two functional groups (F) selected from the group consistingof primary amino groups, secondary amino groups, hydroxy groups, phosphine groups, phosphonate groups, and mercaptan groups, wherein the compound (VCC) of said first component is characterized in that it has at least one acetal group in the linking group in the case that the compound has exactly two exo-vinylene cyclic carbonate units.

Description

technical field [0001] The present application relates to two-component compositions, wherein the first component comprises one or more compounds having two or more exovinylidene cyclic carbonate units, wherein the second component comprises a hardener. More specifically, this application relates to two-component compositions useful as adhesives or sealants, wherein the first component comprises one or more cyclic carbonates having two or more exovinylidene groups A compound of units, the exovinylidene cyclic carbonate units are linked to each other via at least one organic, siloxane-free linking group which is not directly bonded to the exovinylidene double bond, And the linking group formed by the polymerization of (meth)acrylic monomer is excluded. Background technique [0002] Two-component systems in which an isocyanate component reacts with a polyol component to form a high molecular weight polyurethane polymer are commonly used as sealants or adhesives. These system...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G4/00C08L59/00C08G65/34C09K3/10C09J159/00C08L101/06C09J201/06
CPCC08G4/00C08G65/34C09J159/00C09K3/1006C08G2650/50C08G71/04C08K5/053C08K5/17C08K5/0025C08L59/00C08L71/12C09J11/06C09J11/08C09J201/06C08G2650/44C08F8/32C08F220/08C08K5/06C09J135/00
Inventor O·哈特曼J·加西亚-米拉莱斯H-G·金策尔曼S·施特伦普夫J·库特尔U·利希特V·莱昂哈特V·莫穆尔K-H·舒马赫G·博尔佐索尼R·克洛普施
Owner HENKEL KGAA
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