SOLID COMPOSITION CONSISTING OF HETEROCYCLIC COMPOUNDS...

Details SOLID COMPOSITION CONSISTING OF HETEROCYCLIC COMPOUNDS... SOLID COMPOSITION CONSISTING OF HETEROCYCLIC COMPOUNDS...

1998-06-16

2002-09-17

Hardee, John (Department: 1751)

Cleaning compositions for solid surfaces, auxiliary compositions

Cleaning compositions or processes of preparing

With oxygen or halogen containing chemical bleach or oxidant...

C510S377000

Reexamination Certificate

active

06451753

ABSTRACT:

The present invention relates to a solid composition consisting of heterocyclic compounds with cyclic carbamate, lactonoxy or lactam structure and/or oxime esters and inert porous carrier materials whose internal surface area has a particular value. The invention furthermore relates to a process for preparing this solid composition and to its use in detergents, bleaches and cleaners, especially as stable bleach activator component.
A number of cold bleach activators, including some of the compounds I and II defined hereinafter, are liquid or plastic in the pure form and, accordingly, can be converted only with great difficulty into free-flowing granules or powders using conventional auxiliaries and formulation methods. Free-flowing formulations with no tendency to agglomerate are, however, required for use in detergent and some cleaner formulations.
Conventional drying processes for producing solids from solutions, such as spray drying, frequently give unsatisfactory results for cold bleach activators which are solid in pure form, because these substances are, as a rule, very hygroscopic and mostly have relatively low melting points. The applicability of crystallization processes is just as low because these substances are often prone to form supersaturated solutions, i.e. crystallization is greatly inhibited and thus uncontrollable.
It is an object of the present invention to provide a storage-stable solid, free-flowing form for cold bleach activators with a heterocyclic structure, in particular using auxiliaries which are described in large numbers in the prior art for such purposes. It was moreover intended that these compositions also be improved in their formulated form with regard to the dissolving rate and the activity in the wash liquor.
Thus, for example, DE-A 27 33 849 (1) discloses solid cold bleach activator formulations for detergents and cleaners, the only cold bleach activators mentioned are acyl compounds such as diacetyl-methylamine or diacetylbutylamine. These cold bleach activators are mixed with adsorbents such as kieselguhr, silicates, silicas or aluminum oxide. However, (1) contains no information on the internal surface area and average particle size of these adsorbents.
DE-A 34 44 960 (2) relates to a coarse-particle adsorbent for liquid and pasty detergent and cleaner formulations which may, inter alia, contain bleach activators. The granules of adsorbent and detergent or cleaner formulation produced in this way can also be dusted or surface-coated with fine-particle powders. Examples of such dusting powders are zeolites or silica aerogel with a particle size of from 0.001 to 0.1 mm, but no information is given on their internal surface area.
EP-A 170 386 (3) discloses bleach systems which contain as bleaching agent inter alia N-acyl- or N-benzoyl-6-aminoperoxy-caproic acid. These bleach systems are employed in detergent formulations which contain sodium aluminum silicates, eg. zeolite A, as builder which is present separate from the bleach system.
EP-A 382 464 (4) discloses a coating or encapsulation process for solid particles or liquid drops, for example bleaches, with polyethylene glycols, polyethylene oxides, polyvinylpyrrolidone, oxidized polyethylene or similar substances. In this case, fine-particle substances such as Aerosil® 380 or Aerosil R 972 are added as formulation aids (“crumbling agents”).
We have now found a solid composition consisting essentially of 5-98 parts by weight of heterocyclic compounds of the general formula I
R
1
—X—L
1
  (I)
where
L
1
is (a) a cyclic carbamate residue of the formula
(b) a lactonoxy residue of the formula
or
(c) a lactam residue of the formula
where
Z
1
to Z
3
are 1,2-, 1,3-, 1,4- or 1,5-alkylene groups which have 2 to 20 carbon atoms, and which can additionally be functionalized by one to three hydroxyl groups, C
1
-C
4
-alkoxy groups, amino groups, C
1
-C
4
-alkylamino groups, di-C
1
-C
4
-alkylamino groups, chlorine atoms, bromine atoms, nitro groups, cyano groups, carboxyl groups, sulfo groups, carboxy-C
1
-C
4
-alkyl groups, carboxamide groups or phenyl, tolyl or benzyl radicals, it likewise being possible for aromatic nuclei in turn to be substituted by said radicals, or interrupted by one or two non-adjacent oxygen atoms, amino groups, C
1
-C
4
-alkylamino groups or carbonyl groups, and
T is hydrogen or C
1
-C
4
-alkyl,
X is an oxygen-containing group of the formula
where
Y is hydrogen, ammonium which can be unsubstituted or substituted by organic radicals, or C
1
-C
4
-alkyl, and
A is a chemical bond or a C
1
-C
18
-alkylene group, a C
2
-C
18
-alkenylene group, a C
5
-C
32
-cycloalkylene group, a C
7
-C
30
-aralkylene group, a C
6
-C
18
-arylene group or a C
3
-C
18
-hetarylene group, it additionally being possible for aliphatic structural units to be functionalized by one to five hydroxyl groups, C
1
-C
4
-alkoxy groups, amino groups, C
1
-C
4
-alkylamino groups, di-C
1
-C
4
-alkylamino groups, chlorine atoms, bromine atoms, nitro groups, cyano groups, carboxyl groups, sulfo groups, carboxy-C
1
-C
4
-alkyl groups, carboxamide groups or phenyl, tolyl or benzyl radicals, it likewise being possible for aromatic, cycloaliphatic and hetero-aromatic structural units to be substituted by said radicals, or interrupted by one to eight non-adjacent oxygen atoms, amino groups, C
1
-C
4
-alkylamino groups or carbonyl groups, and
R
1
has the following meaning: C
1
-C
30
-alkyl, C
2
-C
30
-alkenyl, C
5
-C
18
-cycloalkyl, C
7
-C
18
-aralkyl, C
6
-C
18
-aryl or C
3
-C
18
-hetaryl, it being additionally possible for aliphatic radicals to be functionalized by one to five hydroxyl groups, C
1
-C
4
-alkoxy groups, amino groups, C
1
-C
4
-alkylamino groups, di-C
1
-C
4
-alkylamino groups, chlorine atoms, bromine atoms, nitro groups, cyano groups, carboxyl groups, sulfo groups, carboxy-C
1
-C
4
-alkyl groups, carboxamide groups or phenyl, tolyl or benzyl radicals, it likewise being possible for aromatic, cycloaliphatic and heteroaromatic structural units to be substituted by said radicals, or interrupted by one to eight non-adjacent oxygen atoms, amino groups, C
1
-C
4
-alkylamino groups or carbonyl groups, or a heterocyclic radical L
1
,
and/or oxime esters of the general formula II
where
L
2
is an oxime moiety of the formula
where
R
2
and R
3
are hydrogen, C
1
-C
30
-alkyl, C
2
-C
30
-alkenyl, C
5
-C
18
-cycloalkyl, C
7
-C
18
-aralkyl, C
6
-C
18
-aryl or C
3
-C
18
-hetaryl, it being additionally possible for aliphatic radicals to be functionalized by one to five hydroxyl groups, C
1
-C
4
-alkoxy groups, amino groups, C
1
-C
4
-alkylamino groups, di-C
1
-C
4
-alkylamino groups, chlorine atoms, bromine atoms, nitro groups, cyano groups, carboxyl groups, sulfo groups, carboxy-C
1
-C
4
-alkyl groups, carboxamide groups or phenyl, tolyl or benzyl radicals, it likewise being possible for aromatic, cycloaliphatic and heteroaromatic structural units to be substituted by said radicals, or interrupted by one to eight non-adjacent oxygen atoms, amino groups, C
1
-C
4
-alkylamino groups or carbonyl groups, and
Z
4
is 1,3-, 1,4-, 1,5-, 1,6-, 1,7- or 1,8-alkylene groups which have 3 to 30 carbon atoms and which can additionally be functionalized by one to five hydroxyl groups, C
1
-C
4
-alkylamino groups, di-C
1
-C
4
-alkylamino groups, chlorine atoms, bromine atoms, nitro groups, cyano groups, carboxyl groups, sulfo groups, carboxy-C
1
-C
4
-alkyl groups, carboxamide groups or phenyl, tolyl or benzyl radicals, it likewise being possible for aromatic nuclei in turn to be substituted by said radicals, or interrupted by one or two non-adjacent oxygen atoms, amino groups, C
1
-C
4
-alkylamino groups or carbonyl groups,
L
3
is the radical R
1
, a second oxime moiety L
2
or
(a) a carboxylic ester residue of the formula
(b) a carboxamide residue of the formula
(c) a phenolate residue of the formula
(d) a vinyloxy radical of the formula
—O—CR
2
═CHR
3
(e) a sulfonamide residue of the formula
(f) an imidazole residue of the formula
(g) an amidolactam residue of the formula
(h) a cyclic carbamate

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