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Latent catalytic curing agents

A curing agent, latent technology, used in the field of catalytic curing agents

Inactive Publication Date: 2015-02-25
BLUE CUBE IP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For example, Examples 5-14 of the '580 patent show that benzyldimethylamine is used in concentrations high enough to cure divinylbenzene dioxide into a hard solid, but also results in the composition Gels within 70 hours at 26°C

Method used

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example

[0023]

[0024] When DVBDO is prepared by methods known in the art, it is possible to obtain one of three possible isomers: ortho, meta, and para. Accordingly, the present invention includes DVBDOs illustrated by any one of the above structures individually or as a mixture thereof. Structures VI and VII above show the meta (1,3-DVBDO) and para (1,4-DVBDO) isomers of DVBDO, respectively. The ortho isomer is rare; DVBDO is generally produced in most cases in a ratio of meta (structure VI) to para (structure VII) isomers in the range of 9:1 to 1:9. As an embodiment, the present invention preferably includes a ratio of structure VI to structure VII in the range of 6:1 to 1:6, and in other embodiments, the ratio of structure VI to structure VII may be in the range of 4:1 to 1 :4 or 2:1 to 1:2 range.

[0025] In yet another embodiment of the present invention, the divinylarene dioxide may contain a certain amount (eg, less than 20% by weight) of substituted arenes and / or arene ...

Embodiment

[0060] The following catalysts were used in the examples: Cycat 600 (70 wt% solution of dodecylbenzenesulfonic acid in isopropanol, commercially available from Cytec, Inc.), methyl p-toluenesulfonate (MPTS), Methyl methanesulfonate (MMS), methyl trichloroacetate (MTCA), methyl trifluoroacetate (MFTA), and tetraethylmethylene diphosphonate (TEMDP).

[0061] In the following examples, the glass transition temperature (T g ) by differential scanning calorimetry (DSC) using a temperature scan rate of 10 °C / min to measure the temperature at half height of the heat flow curve or by thermodynamic analysis (TMA) using a temperature scan rate of 10 °C / min to measure the outer dimension of the curve The temperature at the starting point is measured; and the formulation viscosity is measured using 10s -1 Shear rate and temperature were measured on a parallel plate rheometer run at 25 °C.

[0062] Examples 1–3

[0063] Examples 1-3 illustrate the curing of DVBDO with latent catalytic...

Embodiment 4 and 5 and comparative example A

[0068] Examples 4 and 5 and Comparative Example A illustrate curing of DVBDO with latent catalytic curing agents MPTS, MMS and Cycat 600, respectively. Add 25 g of DVBDO and 0.05–0.06 g of a latent catalytic curing agent (MPTS, MMS, or Cycat 600) to an 8 oz (237 mL) jar. The formulations were mixed at room temperature, poured into 6"x 6"x 0.125" (15.2x15.2x0.32cm) aluminum molds, and placed in an air circulating oven at 60°C, 70°C, 80°C, 90°C , 100°C, 105°C, 110°C, 115°C, 120°C, 120°C, and 150°C for 30 minutes. The samples were then post-cured for 30 minutes at 160°C, 170°C, 185°C, 200°C, and 225°C, respectively. The resulting thermoset was analyzed by TMA analysis and the results of the analysis are described in Table II.

[0069] Table II

[0070]

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Abstract

A curable composition including (a) at least one divinylarene dioxide and (b) at least one latent catalytic curing agent; a process for preparing the curable composition; and a cured composition prepared from the curable composition.

Description

technical field [0001] The present invention relates to catalytic curing agents for divinylarene dioxide, particularly catalytic curing agents having latent curing activity; and compositions utilizing said latent catalytic curing agents. Background technique [0002] It is known in the art to prepare curable compositions comprising a combination of (i) a divinylarene dioxide, and (ii) a catalytic curing agent such as a mineral acid, sulfonic acid, Lewis acid, basic base and tertiary amines, as disclosed in US Patent No. 2,924,580 (referred to herein as the "'580 patent"). The catalytic curing agents disclosed in the '580 patent are not latent in that such curing agents initiate curing at ambient temperature and cause a rapid increase in formulation viscosity. For example, Examples 5-14 of the '580 patent show that benzyldimethylamine is used in concentrations high enough to cure divinylbenzene dioxide into a hard solid, but also results in the composition Gells within 70 h...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G59/22C08G59/40C08G59/68C08K5/42C08K5/5333C08K5/101
CPCC08K5/101C08K5/42C08G59/245C08G59/226C08K5/5333C08L63/00C08G59/4207C08G59/4071C08G59/4064
Inventor M·J·马克斯
Owner BLUE CUBE IP
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