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Dye, filler made therefrom, compositions including the filler, and method of determining degree of cure of such compositions

A composition and compound technology, applied in chemical instruments and methods, dyeing low-molecular organic compound treatment, organic dyes, etc.

Inactive Publication Date: 2016-08-17
3M INNOVATIVE PROPERTIES CO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These methods require equipment and may require interruption of the process, since many of these methods are not available when the manufacturing process takes place
In addition, many analytical methods require skilled users who can interpret the results

Method used

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  • Dye, filler made therefrom, compositions including the filler, and method of determining degree of cure of such compositions
  • Dye, filler made therefrom, compositions including the filler, and method of determining degree of cure of such compositions
  • Dye, filler made therefrom, compositions including the filler, and method of determining degree of cure of such compositions

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0185]0.9759 grams of glass bubbles obtained from 3M Company (St. Paul, Minnesota) under the trade designation "GLASS BUBBLES S15" were added to a 100 mL round bottom flask containing 20 mL of deionized water, and the suspended The solution was stirred at 21 °C for 10 minutes. The glass bubbles were then isolated by vacuum filtration and washed with 10 mL of deionized water followed by 50 mL of ethanol. 1 mL of [3-(triethoxysilyl)propyl]-carbamic acid 2-{(2-cyanoethyl)-[4-(6-nitrobenzothiazol-2-ylazo)- Phenyl]amino}ethyl ester was added to a 20 mL glass vial, followed by 5 mL of 95% by volume ethanol in water and incubated at 21 °C in a model "WRISTACTION SHAKER MODEL 75" (Burrell Scientific, Pittsburgh, PA). (Burrell Scientific (Pittsburgh, Pennsylvania)) was mixed on a mechanical shaker for 5 minutes. The vial was removed from the shaker, the washed glass bubbles added, and the vial returned to the shaker for 2 hours. The resulting stained glass bubbles were then isolated...

Embodiment 2

[0187] 3-[4-(2-{(2-cyanoethyl)-[4-(6-nitro-benzothiazol-2-ylazo)-phenyl]-amino}-ethoxy)-benzene A 2.1 mg / mL solution of propionic acid in acetone was prepared by adding 8.2 mg of 3-[4-(2-{(2-cyanoethyl)-[4-(6-nitro-benzothiazole-2 -[-[[-[[]-[[-]-azo)-phenyl]-amino}-ethoxy)-phenyl]-propionic acid was prepared by dissolving in 4.0 mL of acetone. 0.3020 grams of ultra-fine uncoated calcium carbonate obtained from Solvay Chemicals, Inc. (Brussels, Belgium) under the trade designation "SOCAL 31" was added to a 20 mL vial in which containing 3-[4-(2-{(2-cyanoethyl)-[4-(6-nitro-benzothiazol-2-ylazo)-phenyl]-amino}-ethyl A solution prepared by adding a 2.1 mg / mL solution of oxy)-phenyl]-propionic acid in acetone to 1.7 mL of acetone. The vial was capped and the contents mixed on a mechanical shaker model "WRIST ACTIONSHAKER MODEL 75" (Burrell Scientific (Pittsburgh, Pennsylvania)) at about 21°C 2 hours. The resulting stained calcium carbonate was isolated by vacuum filtration and ...

Embodiment 3

[0189] 3-[4-(2-{(2-cyanoethyl)-[4-(6-nitro-benzothiazol-2-ylazo)-phenyl]-amino}-ethoxy)-benzene A 2.1 mg / mL solution of propionic acid in acetone was prepared by adding 8.2 mg of 3-[4-(2-{(2-cyanoethyl)-[4-(6-nitro-benzothiazole-2 -[-[[-[[]-[[-]-azo)-phenyl]-amino}-ethoxy)-phenyl]-propionic acid was prepared by dissolving in 4.0 mL of acetone. 0.2997 grams of granular sodium metaborate hydrate obtained from Sigma-Aldrich, Company (St. Louis, MO) in St. Louis, Missouri, was added to a 20 mL vial containing 3-[4-(2-{(2-cyanoethyl)-[4-(6-nitro-benzothiazol-2-ylazo)-phenyl]-amino}-ethoxy)- A solution prepared by adding 2.1 mg / mL of phenyl]-propionic acid in acetone to 1.4 mL of acetone. The vial was capped and the contents mixed on a mechanical shaker model "WRIST ACTION SHAKER MODEL 75" (Burrell Scientific (Pittsburgh, Pennsylvania)) at about 21°C 2 hours. The resulting stained sodium metaborate was isolated by vacuum filtration and washed with sufficient acetone until the el...

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Abstract

A compound represented by formula (I): and a treated filler having the compound on at least a portion of its surface. R is hydrogen or alkyl. X is alkylene, arylalkylene, or alkylarylene, each optionally interrupted by at least one of an ether, thioether, amine, amide, ester, thioester, carbonate, thiocarbonate, carbamate, thiocarbamate, urea, or thiourea, with alkylene optionally interrupted by arylene. W is hydroxyl, a sulfonic acid group, a phosphonic acid group, carboxylic acid group, -NHR1, epoxy, or -Si(Y)x(Z)3-x. Y is alkyl, aryl, arylalkylenyl, or alkylarylenyl. Z is halide, hydroxyl, alkoxy, aryloxy, acyloxy, polyalkyleneoxy, -O- covalently bonded to the surface of the filler, or -O bonded to another silicon atom, and x is 0 or 1. A composition including the treated filler, a method of making the treated filler, and a method of determining the degree of cure of a curable polymeric resin are also disclosed.

Description

[0001] Cross References to Related Applications [0002] This patent application claims priority to US Provisional Patent Application No. 61 / 921,644, filed December 30, 2013, the disclosure of which is incorporated herein by reference in its entirety. Background technique [0003] Inclusion of a dye in the curing agent or catalyst composition may be useful, for example, when the curing agent or catalyst must be blended with the curable resin prior to placing and curing the resin. Dyes can be used, for example, to indicate that the curing agent or catalyst is uniformly mixed with the curable resin. Peroxide and dye formulations are also known in which the color disappears when the peroxide is used during curing of the curable resin to generate free radicals. See, eg, Japanese Patent Application Publication No. SHO 59-120612, published Jul. 21, 1984, and US Patent Application Publication No. 2006 / 0202158 (Chen et al.). While many methods exist to determine the degree of cure ...

Claims

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Application Information

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IPC IPC(8): C09C3/08C09B29/045
CPCC09C3/08C09C1/00C09C1/021C09C1/28C09B29/0813C09B29/0827C09B29/0829C09B69/008C09B29/0801C08K5/47C08K7/20C08K9/04C09B29/0088G01N21/78
Inventor 马克·F·舒尔茨迈克尔·S·文德兰
Owner 3M INNOVATIVE PROPERTIES CO
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