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Particle size control for acetylenic agents useful in condition monitoring systems

A technology of reagents and acetylenes, which is applied in the field of preparation of acetylenic active reagents, can solve the problem of not providing tetrazole inhibitors, and achieve the effect of improving quality and performance

Active Publication Date: 2007-11-14
TEMPTIME CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, Leubner's data (limited to the professional photography-related field of silver halide precipitation in gelatin) do not provide any commercially compelling indication that Leubner's tetrazole inhibitors would also be effective for controlling particle size in other systems

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0067] The preparation of embodiment 1 (1) raw material acetylenic compound (cooling gradually (gradual cooling))

[0068]For use in the examples that follow, a starting material composition of the monomeric substituted diacetylenic compound, 2,4-hexadiyne-1,6-di(ethylurea), was prepared in a synthetic method that included an alkyne The reaction of propylamine and ethyl isocyanate is described, for example, in Example A of US Patent 4,788,151 cited above by Preziosi et al. In the final stage of the synthetic process, 2,4-hexadiyn-1,6 is recovered and purified from the acetic acid solution by cooling at a suitable rate from about 90°C to about 20°C in a recrystallization vessel in an external water bath - Initial crystallization of bis(ethylurea). During gradual cooling, substantial recrystallization of the acetylenic reagent product occurs at about 45°C, a temperature that can be considered the "nominal" recrystallization temperature for this concentration of acetylenic mat...

Embodiment 3

[0076] Example 3: Cocrystallization of acetylenic reagent mixtures in the presence of additives at -40 to -35°C recrystallization of

[0077] Comparative Example 2 was repeated with the difference that 0.1 wt% of nitrocellulose as a precipitation additive was dissolved in methanol precipitation medium on a dry weight basis, the percentage being calculated per unit weight of precipitation medium on a dry weight basis. The nitrocellulose used is commercially available from Gotham Ink as product NC-2513 and is said to have a mid-range viscosity and a mid-range nitrogen content. This Gotham Ink product will be used in the following examples referring to the use of nitrocellulose. Nitrocellulose was dissolved, as supplied, in a solvent mixture of isopropanol and ethyl 3-ethoxypropionate in an approximate ratio by weight of 35:10:55, respectively, according to the manufacturer.

Embodiment 6-10

[0083] Embodiment 6-10: Controlled Quenching of KE Reagents with Precipitating Additives

[0084] Example 5 was repeated except that five different concentrations of nitrocellulose precipitation additive were dissolved in the methanol quench fluid. The proportion of nitrocellulose precipitation additive in each example and some of the results obtained are illustrated in Table 1 below.

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PUM

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Abstract

Precipitation of polyacetylenic agents can be effected with control of a particle size parameter such as mean size or spread, by mixing a warm solution of the acetylenic agent with a cold precipitation fluid and appropriate selection of a constituent of the cold precipitation fluid and / or of the temperature conditions and collecting the precipitated acetylenic agent. Precipitation additives such as nitrocellulose or gelatin can usefully be employed. Solvents such as aqueous methanol and ethyl 3-ethoxypropionate can be useful. Polyacetylenic agents, e.g. substituted diacetylenics are useful to provide visual changes in condition-monitoring indicators such as time-temperature indicators, ''TTIs'', useful as freshness indicators for radiation exposure monitoring and for other purposes. Controlled, small and / or consistent particle sizes of such polyacetylenic agents are helpful in providing consistent commercial properties, especially in inks in which they may be formulated.

Description

technical field [0001] The present invention relates to a process for the preparation of acetylenically active agents useful in compositions that monitor exposure to certain adverse environmental conditions and provide an indication of accumulation. The present application also relates to systems, elements, components and compositions comprising such acetylenic agents and to indicators and other devices in which such compositions may be contained. Background technique [0002] The present application relates in particular, but without limitation, to compositions and the like which can be used to monitor the conditions to which relevant subject products such as food, vaccines or pharmaceuticals have been exposed, including the shelf life of these products The elapse of the associated predetermined integral of harmful ambient conditions, in particular the integral of temperature over time. Such time temperature indicators are referred to herein as "TTI". The elapse of a pred...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C269/08C07C273/18
CPCC07C273/189C07C275/20
Inventor T·普鲁西克D·史密斯I·罗伊布纳
Owner TEMPTIME CORP
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