IP Library Granted Patent US 8,317,887
Granted Patent B2
US 8,317,887 · App. 12/306,007 · Granted Nov 27, 2012

Mixture to add odour to an odourless combustible gas

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Quick Facts
Patent No.
US 8,317,887
App. No.
12/306,007
Granted
Nov 27, 2012
Kind
B2
Abstract

Mixture to be employed specifically as an agent for adding an odour to a gaseous combustible fuel such as natural gas, consisting of: at least one alkyl acrylate (I) of which the alkyl radicals contain from one to 12 carbon atoms; at least on compound of formula (II) in a quantity sufficient to inhibit the polymerization of the alkyl acrylate or acrylates(I) in the presence and/or absence of oxygen.

Claims (26)

1. A composition used as an odorizer for a gaseous fuel, comprising:

at least one alkyl acrylate (I) in which the alkyl radical contains from 1 to 12 carbon atoms; and

at least one compound of formula (II) in an amount of from 50 ppb to 1000 ppm by weight relative to said alkyl acrylate (I) which inhibits the polymerization of the alkyl acrylate (I) and which is stable in the absence of oxygen

in which:

R 1 and R 2 , which may be identical or different, each represent a tertiary or secondary hydrocarbon-based radical containing from 2 to 30 carbon atoms, and optionally one or more heteroatoms chosen from phosphorus, nitrogen or oxygen; or

R 1 and R 2 , taken with the nitrogen atom to which they are attached, form a cyclic hydrocarbon-based radical containing from 4 to 10, said radical being optionally substituted, said composition being essentially free of alkyl sulfide.

2. The composition as claimed in claim 1 , wherein the acrylic acrylate (I) is chosen from methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl or dodecyl acrylates.

3. The composition as claimed in claim 1 , wherein the compound of formula (I) is methyl acrylate and/or ethyl acrylate.

4. The composition as claimed in claim 1 , wherein the compound of formula (II) is derived from tetramethylpiperidine oxide (TEMPO) of formula (IIa):

in which R 3 represents a hydroxyl, amino, ester or amide group.

5. The composition as claimed in claim 1 , wherein the compound of formula (II) is chosen from N-(tert-butyl)-N-(1-[ethoxy(ethyl)phosphino]propyl) nitroxide, N-(tert-butyl)-N-(1-diethylphosphono-2,2-dimethylpropyl) nitroxide or N-(tert-butyl)-N-([2-methyl-l-phenyl]propyl) nitroxide.

6. A process for odorizing an odorless gaseous fuel, comprising adding an effective amount of the composition as defined in claim 1 to an odorless gaseous fuel.

7. The process as claimed in claim 6 , characterized in that wherein the gaseous fuel is natural gas.

8. A gaseous fuel comprising an amount of between 1 and 500 mg/Nm 3 of the composition as defined in claim 1 .

9. The gaseous fuel as claimed in claim 8 , wherein it consists of natural gas.

10. The composition of claim 1 , wherein said gaseous fuel is natural gas.

11. The composition of claim 1 , wherein said alkyl radical contains from 1 to 8 carbon atoms.

12. The composition of claim 1 , wherein said hydrocarbon-based radical contains from 4 to 15 carbon atoms.

13. The composition of claim 1 , wherein said cyclic hydrocarbon-based radical contains-from 4 to 6 carbon atoms.

14. The composition as claimed in claim 1 , wherein the acrylic (I) is chosen from methyl acrylate, ethyl acrylate or n-butyl acrylate.

15. The composition of claim 4 , wherein R 3 represents R 3 COO— or R 3 CON— in which R 3 is a C 1 -C 4 alkyl radical.

16. An odorizer for a gaseous fuel, which consists of:

at least one alkyl acrylate (I) in which the alkyl radical contains from 1 to 12 carbon atoms; and

only one compound of formula (II) in an amount of from 50 ppb to 1000 ppm by weight relative to said alkyl acrylate (I) which inhibits the polymerization of the alkyl acrylate (I) and which is stable in the absence of oxygen

in which:

R 1 and R 2 , which may be identical or different, each represent a tertiary or secondary hydrocarbon-based radical containing from 2 to 30 carbon atoms, and optionally one or more heteroatoms chosen from phosphorus, nitrogen or oxygen; or -R 1 and R 2 , taken with the nitrogen atom to which they are attached, form a cyclic hydrocarbon-based radical containing from 4 to 10, said radical being optionally substituted.

Assignments (1)
CHANGE OF ADDRESS Recorded Jul 4, 2025
From: ARKEMA FRANCE
To: ARKEMA FRANCE
Reel/Frame 071814/0739 →