Nitrogen-containing inorganic carrier materials

Patent metadata

Field	Value
Publication number	US-9328065-B2
Application number	US-201414558964-A
Country	US
Kind code	B2
Filing date	Dec 3, 2014
Priority date	Jun 12, 2009
Publication date	May 3, 2016
Grant date	May 3, 2016

Abstract

The invention relates to nitrogen-containing inorganic carrier materials, more particularly to inorganic carrier materials containing organically bonded nitrogen, to their preparation and also to their use for stabilizing iodine-containing compounds, and also to binder formulations comprising them and to the use thereof for protecting industrial materials.

First claim

What is claimed is:

1. A processes for stabilizing iodine-containing compounds, the process comprising:
adding a nitrogen-containing inorganic carrier material to an iodine-containing compound, wherein:
the nitrogen-containing inorganic carrier material comprises at least one nitrogen-containing compound adsorptively or covalently bonded to an inorganic carrier material; and
the iodine containing compound is selected from the group consisting of diiodomethyl p-tolysulphone, diiodomethyl p-chlorophenyl sulphone, 3-bromo-2-3-diiodo-2-propenyl alcohol, 2,3,3-triiodoallyl alcohol, 4-chloro-2-(2-chloro-2-methylpropyl)-5-[(6-iodo-3-pyridinyl)methoxy]-3(2H)-pyridazinone (CAS RN: 120955-77-3), iodofenfos, 3-iodo-2-propynyl 2,4,5-trichlorophenyl ether, 3-iodo-2-propynyl-4-chlorophenyl formal (IPCF), N-iodopropargyloxycarbonylalainine, ethyl N-iodopropargyloxycarbonylalanine, 3-(3-iodopropargyl)benzoxazol-2-one, 3-(3-iodo-propargyl)-6-chlorobenzoxazol-2-one, 3-iodo-2-propynyl alcohol, 4-chlorophenyl-3-iodopropargyl formal, 3-iodo-2-propynyl propylcarbamate, 3-iodo-2-propynyl butyl-carbamate (IPBC), 3-iodo-2-propynyl m-chlorophenylcarbamate, 3-iodo-2-propynyl phenylcarbamate, di(3-iodo-2-propynyl) hexyldicarbamate, 3-iodo-2-propynyloxyethanol ethylcarbamate, 3-iodo-2-propynyloxyethanol phenylcarbamate, 3-iodo-2-propynyl thioxothioethylcarbamate, 3-iodo-2-propynyl carbamate (IPC), 3-bromo-2,3-diiodo-2-propenyl ethylcarbamate, 3-iodo-2-propynyl n-hexylcarbamate and 3-iodo-2-propynyl cyclohexylcarbamate.

2. The process according to claim 1 , wherein the nitrogen-containing compound is selected from the following:
A) compounds of the formula (Ia)
R 1 R 2 R 3 N  (Ia)

in which
R 1 , R 2 and R 3 each independently of one another are hydrogen, alkyl, alkenyl or aryl or in pairs together form a 3- to 7-membered N-heterocyclic, aliphatic, unsaturated or aromatic ring,
the radicals alkyl, alkenyl or aryl or the 3- to 7-membered N-heterocyclic, aliphatic, unsaturated or aromatic ring being either unsubstituted or substituted one or more times by radicals selected from the group consisting of hydroxyl, fluoro, chloro, bromo, lode, carboxyl, alkylsulphonyl, arylsulphonyl, nitrile and isonitrile,
but at least one of the radicals R 1 , R 2 and R 3 is not hydrogen

B) polyamines, and
C) aziridines.

3. The process according to claim 2 , wherein the nitrogen-containing inorganic carrier material has a nitrogen content of 0.01% to 10% by weight.

4. The process according to claim 3 , wherein the inorganic carrier material is selected from the group consisting of silica, fumed silicas, diatomite, porosils, clathrasils, dealuminated zeolites, aluminosilicates, zeolites, natural or synthetic tectosilicates, natural silicates, mica, and pyrogenic metal oxides.

5. The process according to claim 1 , wherein:
the iodine containing compound is 3-iodo-2-propynyl butylcarbamate (IPBC);
the nitrogen-containing compound is selected from:
A) compounds of the formula (Ia)
R 1 R 2 R 3 N  (Ia)

in which
R 1 , R 2 and R 3 each independently of one another are hydrogen, alkyl, alkenyl or aryl or in pairs together form a to 7-membered N-heterocyclic, aliphatic, unsaturated or aromatic ring,
the radicals allyl, alkenyl or aryl or the 3- to 7-membered N-hetero-cyclic, aliphatic, unsaturated or aromatic ring being either unsubstituted or substituted one or more times by radicals selected from the group consisting of hydroxyl, fluoro, chloro, bromo, iodo, carboxyl, alkylsulphonyl, arylsulphonyl, nitrile and isonitrile,
but at least one of the radicals R 1 , R 2 and R 3 is not hydrogen

B) polyamines, and
C) aziridines; and
the inorganic carrier material is selected from the group consisting of silica, fumed silicas, diatomite, porosils, clathrasils, dealuminated zeolites, aluminosilicates, zeolites, natural or synthetic tectosilicates, natural silicates, mica or pyrogenic metal oxides.

6. A composition comprising:
a) at least one nitrogen-containing inorganic carrier material comprising at least one nitrogen-containing compound adsorptively or covalently bonded to an inorganic carrier material; and
b) at least one iodine-containing compound selected from the group consisting of diiodomethyl p-tolysulphone, diiodomethyl p-chlorophenyl sulphone, 3-bromo-2,3-diiodo-2-propenyl alcohol, 2,3,3-triiodoallyl alcohol, 4-chloro-2-(2-chloro-2-methylpropyl)-5-[(6-iodo-3-pyridinyl)methoxy]-3H(2H)-pyridazinone (CAS RN: 120955-77-3), iodofenfos, 3-iodo-2-propynyl 2,4,5-trichlorophenyl ether, 3-iodo-2-propynyl-4-chlorophenyl formal (IPCF), N-iodopropargyloxycarbonylalanine, ethyl N-iodopropargyloxycarbonylalanine, 3-(3-iodopropargyl)benzoxazol-2-one, 3-(3-iodopropargyl)-6-chlorobenzoxazol-2-one, 3-iodo-2-propynyl alcohol, 4-chlorophenyl-3-iodopropargyl formal, 3-iodo-2-propynyl propylcarbamate, 3-iodo-2-propynyl butylcarbamate (IPBC), 3-iodo-2-propynyl m-chlorophenylcarbamate, 3-iodo-2-propynyl phenylcarbamate, di(3-iodo-2-propynyl) hexyldicarbamate, 3-iodo-2-propynyloxyethanol ethylcarbamate, 3-iodo-2-propynyloxyethanol phenylcarbamate, 3-iodo-2-propynyl thioxothioethylcarbamate, 3-iodo-2-propynyl carbamate (IPC), 3-bromo-2,3-diiodo-2-propenyl ethylcarbamate, 3-iodo-2-propynyl n-hexylcarbamate and 3-iodo-2-propynyl cyclohexylcarbamate.

7. The composition according to claim 6 , wherein the iodine-containing compound is 3-iodo-2-propynyl butylcarbamate (IPBC).

8. The composition according to claim 6 , wherein the nitrogen-containing compound is an organic compound.

9. The composition according to claim 8 , wherein the nitrogen-containing compound is selected from the following:
A) compounds of the formula (Ia)
R 1 R 2 R 3   (Ia)

in which
R 1 , R 2 and R 3 , each independently of one another, are hydrogen, alkyl, alkenyl or aryl, or in pairs together form a 3- to 7-membered N-heterocyclic, aliphatic, unsaturated or aromatic ring,
the radicals alkyl, alkenyl or aryl, or the 3- to 7-membered N-heterocyclic, aliphatic, unsaturated or aromatic ring being either unsubstituted or substituted one or more times by radicals selected from the group consisting of hydroxyl, fluoro, chloro, bromo, iodo, carboxyl, alkylsulphonyl, arylsulphonyl, nitrile and isonitrile, and
at least one of the radicals R 1 , R 2 and R 3 is not hydrogen,

B) polyamines, and
C) aziridines.

10. The composition according to claim 6 , wherein the inorganic carrier material is selected from the group consisting of silica, fumed silicas, diatomite, porosils, clathrasils, dealuminated zeolites, aluminosilicates, zeolites, natural or synthetic tectosilicates, natural silicates, mica or pyrogenic metal oxides.

11. The composition according to claim 6 , wherein:
the nitrogen-containing compound is selected from:
A) compounds of the formula (Ia)
R 1 R 2 R 3 N  (Ia)

in which
R 1 , R 2 and R 3 , each independently of one another, are hydrogen, alkyl, alkenyl or aryl, or in pairs together form a 3- to 7-membered N-heterocyclic, aliphatic, unsaturated or aromatic ring,
the radicals alkyl, alkenyl or aryl or the 3- to 7-membered N-hetero-cyclic, aliphatic, unsaturated or aromatic ring being either unsubstituted or substituted one or more times by radicals selected from the group consisting of hydroxyl, fluoro, chloro, bromo, iodo, carboxyl, alkylsulphonyl, arylsulphonyl, nitrile and isonitrile, and
at least one of the radicals R 1 , R 2 and R 3 is not hydrogen,

B) polyamines, and
C) aziridines; and

the inorganic carrier material is selected from the group consisting of silica, fumed silicas, diatomite, porosils, clathrasils, dealuminated zeolites, aluminosilicates, zeolites, natural or synthetic tectosilicates, natural silicates, m

Assignees

• Lanxess Deutschland Gmbh

Inventors

• Bottcher Andreas
• Uhr Hermann

Classifications

• A01N25/22

  containing ingredients stabilising the active ingredients · CPC title

• A01N2300/00

  Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48 · CPC title

• C07C269/08 Primary

  Separation; Purification; Stabilisation; Use of additives · CPC title

• A01N47/12 Primary

  containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring · CPC title