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Blends of diamines having reduced color

A color and primary diamine technology, applied in the field of blends of aromatic diamines, can solve problems such as low color and high transmittance

Inactive Publication Date: 2009-01-21
ALBEMARLE CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, to date, these blends of aromatic primary and secondary aromatic diamines, especially 100 or 100-LC with Blends of 4200 do not have high enough transmission and / or low enough color to be useful in some applications

Method used

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  • Blends of diamines having reduced color
  • Blends of diamines having reduced color
  • Blends of diamines having reduced color

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] Diethyl(methyl)-1,3-phenylenediamine (which is 2,4-diethyl-6-methyl- and 4,6-di Ethyl-2-methyl-mixture of isomers) (16.5g 100-LC, Albemarle) and N, N'-di-sec-butyl-4,4'-methylenebis(aniline) ( 4200; 16.5 g) were mixed together in a dry box under N2 to form a 1:1 (by weight) blend; the blend contained approximately 1250 ppm of N,N-diethylhydroxylamine. The composition of this new pale yellow blend was confirmed by GC (180°C / 5 min, 10 min / 270°C) and GC-MS. After one week in a drybox under N2, the blend remained pale yellow.

Embodiment 2

[0053] Example 1 was repeated using enough material to obtain 100 g of the blend. The Gardner color value of this blend is 2.7.

Embodiment 3

[0055] Several blends of the invention were prepared. Aromatic primary diamines are 2,4-diethyl-6-methyl-1,3-phenylenediamine and 4,6-diethyl-2-methyl - a mixture of 1,3-phenylenediamine ( 100-LC); Aromatic secondary diamine is N, N'-di-sec-butyl-4,4'-methylene bis(aniline) ( 4200). N,N-Dihydrocarbyl hydroxylamine, if used, is N,N-diethylhydroxylamine. In some blends, optical brighteners are also present; the optical brighteners are Solvent Violet 13 (CAS#81-48-1) and Solvent Green 3 ( CAS#128-80-3)( Blue78-13; Exciton Inc. (Exciton Inc.), a mixture of Dayton, Ohio), which can be used as 0.05% by weight Blue 78-13 in polycaprolactone polyol (Tone TM 32B8, The Dow Chemical Group) to use the solution. In all blends, 100-LC with The weight ratio of 4200 is 1:1. exist 100-LC with Before 4200 becomes part of the blend, determine 100-LC with Gardner color of 4200 and Gardner color of the blend. Table 1 summarizes the results. N,N-diethylhydroxylamine and / o...

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Abstract

The invention provides a blend which comprises (i) at least one aromatic primary diamine, with which has been blended a color-minimizing amount of at least one N,N- dmydrocarbylhydroxylarnine, wherein the aromatic primary diamine is in the form of one benzene ring having two primary amino groups on the ling, which amino groups are meta or para relative to each other, and in which each position ortho to a primary amino group bears an alkyl group, and (ii) at least one aromatic secondary diamine having a Gardner color number no more than about 7, wherein said aromatic secondary diamine either is in the form of one benzene ring having two secondary amino groups on the ring, or is in the form of two benzene rings connected by an alkylene bridge and having one secondary amino group on each ring. Optionally, at least one N,N-dihydrocarbylhydroxylamine has been blended with the aromatic secondary diamine.

Description

technical field [0001] The present invention relates to blends of aromatic diamines having reduced color. Background technique [0002] Aromatic diamines have been shown to be useful as chain extenders in the preparation of polyurethanes, polyureas and polyurethane-ureas and / or as curing agents for epoxy resins. Blends of primary and secondary aromatic diamines are well known. Specifically, aromatic primary diamines 2,4-diethyl-6-methyl-1,3-phenylenediamine and 4,6-diethyl-2-methyl-1,3-phenylenediamine mixture (with 100 or 100-LC sales) and aromatic secondary diamine N, N'-di-second-butyl-4,4'-methylenebis(aniline) (in 4200 sales) blends are well known. However, to date, these blends of aromatic primary and secondary aromatic diamines, especially 100 or 100-LC with Blends of 4200 do not have high enough transmission and / or low enough color to be useful in certain applications. It is desirable to obtain blends of primary and secondary aromatic diamines having s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/32C08G18/50C08G18/66C07C211/43
CPCC07C211/50C08G18/5024C08G18/6685C08G18/325C08G18/3237C07C211/51C08G18/32
Inventor 约翰·Y·李大卫·W·欧文斯保罗·L·文吉斯理查德·D·格拉斯迈克尔·J·威廉罗伯特·菲利普·斯利克
Owner ALBEMARLE CORP