WO2015116864A1 - Hydrogen sulfide scavenger - Google Patents

Hydrogen sulfide scavenger Download PDF

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Publication number
WO2015116864A1
WO2015116864A1 PCT/US2015/013612 US2015013612W WO2015116864A1 WO 2015116864 A1 WO2015116864 A1 WO 2015116864A1 US 2015013612 W US2015013612 W US 2015013612W WO 2015116864 A1 WO2015116864 A1 WO 2015116864A1
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WIPO (PCT)
Prior art keywords
amino acid
glycinate
calcium
zinc
magnesium
Prior art date
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Ceased
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PCT/US2015/013612
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French (fr)
Inventor
Jean-Valery Martin
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Innophos Inc
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Innophos Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US14/170,224 external-priority patent/US9441092B2/en
Application filed by Innophos Inc filed Critical Innophos Inc
Priority to JP2016549281A priority Critical patent/JP2017505866A/en
Priority to CA2937369A priority patent/CA2937369A1/en
Priority to MX2016009955A priority patent/MX2016009955A/en
Priority to AU2015210882A priority patent/AU2015210882A1/en
Priority to EP15743198.2A priority patent/EP3099747A4/en
Priority to US15/115,672 priority patent/US10066079B2/en
Priority to CN201580005824.0A priority patent/CN106170518A/en
Publication of WO2015116864A1 publication Critical patent/WO2015116864A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
    • C04B24/40—Compounds containing silicon, titanium or zirconium or other organo-metallic compounds; Organo-clays; Organo-inorganic complexes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L95/00—Compositions of bituminous materials, e.g. asphalt, tar, pitch
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B26/00—Compositions of mortars, concrete or artificial stone, containing only organic binders, e.g. polymer or resin concrete
    • C04B26/02—Macromolecular compounds
    • C04B26/26—Bituminous materials, e.g. tar, pitch
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/0091—Complexes with metal-heteroatom-bonds
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B2103/00—Function or property of ingredients for mortars, concrete or artificial stone
    • C04B2103/0068—Ingredients with a function or property not provided for elsewhere in C04B2103/00
    • C04B2103/0086—Chelating or complexing agents
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B2111/00—Mortars, concrete or artificial stone or mixtures to prepare them, characterised by specific function, property or use
    • C04B2111/00017—Aspects relating to the protection of the environment
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/17—Amines; Quaternary ammonium compounds
    • C08K5/175—Amines; Quaternary ammonium compounds containing COOH-groups; Esters or salts thereof

Definitions

  • the present disclosure relates to a hydrogen sulfide scavenger for use as an additive in asphalt.
  • Asphalt is commonly used in the construction and paving of roads.
  • Asphalt is a mixture of aggregate material, such as sand, gravel, and crushed stone, with hot bitumen.
  • the bitumen coats the aggregate material to give the asphalt, which may be spread as a uniform layer upon a road bed and compacted and smoothed with heavy rolling equipment.
  • the amount of sulfur will depend on the origin of the crude oil, as well as the processes used to refine the crude oil, into asphalt.
  • the sulfur may exist in different forms.
  • sulfur may be in the form of hydrogen sulfide.
  • Hydrogen sulfide, or dihydrogen sulfide is a chemical compound with the formula H 2 S. It is a colorless, poisonous,
  • Hydrogen sulfide may be released form asphalt, in particular when the asphalt is heated to a certain temperature.
  • hydrogen sulfide results from the dehydrogenation reactions that occur between bitumen and sulfur at the hot mixing temperatures, e.g. temperatures greater than 140°C.
  • Hydrogen sulfide emissions are regulated. Therefore, there exists a need to reduce the amount of hydrogen sulfide in asphalt. Accordingly, the present disclosure provides for a reduced or low release of hydrogen sulfide during the preparation of asphalt, as well as in the final asphalt material.
  • the present invention is directed to compositions and methods for reducing hydrogen sulfide emission from a composition by combining a compound which will act as a scavenger for hydrogen sulfide when emitted from the composition.
  • the present disclosure is related to a family of metals chelates for use as a hydrogen sulfide scavenger in asphalt, and the preparation thereof.
  • the metal chelates in particular amino acid metal chelates, are particularly efficient at reducing the hydrogen sulfide emissions of asphalt.
  • the present disclosure is directed to a composition comprising asphalt and an amino acid metal chelate.
  • the amino acid metal chelate is selected from the group consisting of copper bis-glycinate, zinc bis-glycinate and mixtures thereof.
  • the present disclosure is also directed to a method of reducing hydrogen sulfide emission from asphalt, or the preparation thereof, comprising the step of combining an amino acid metal chelate to asphalt, or an asphalt mix.
  • the amino acid metal chelate is selected from the group consisting of copper bis-glycinate, zinc bis-glycinate and mixtures thereof.
  • the amino acid metal chelate may also be selected form the following: Boron Amino Acid Chelate; Boron Aspartate; Boron Citrate; Boron Glycinate; Calcium Alphaketoglutarate; Calcium Amino Acid Chelate; Calcium Arginate; Calcium Ascorbate; Calcium Aspartate; Calcium Caprylate; Calcium Carbonate; Calcium Citrate Malate; Calcium Glycinate; Calcium D-Glucarate; Calcium Krebs Cycle; Calcium Lactate; Calcium Malate; Calcium Orotate; Calcium Succinate; Chromium Amino Acid Chelate; Chromium Arginate; Chromium Chloride; Chromium Dinicotinate/Glycinate; Chromium Picolinate; Chromium Nicotinate; Chromium Trit; Chromium Yeast; Chromium Nicotinate/Glycinate; Copper Amino Acid Chelate; Copper Aspartate; Copper Carbonate; Copper Citrate; Copper Gluconate; Copper Glycinate; Copper Sulfate; Copper Yeast; Iron Amino Acid Chelate; Copper As
  • Said amino acid metal chelates can be added to the asphalt as a liquid (e.g a solvent), solid, powder, slurry, gel , or emulsion.
  • the addition of the solid scavenger under agitation typically for 15 minutes to 10 hours.
  • the concentration of the solid scavenger varies according to the workability of the mixture, and typically could range from 5%wt to 90% and most typically from 20 to 60%wt.
  • the rate of addition into the asphalt or bitumen is proportionel to its solid content and varies from 0.05 to 5%, preferably from 0.1 to 0.5%wt.
  • Example 1 Hydrogen sulfide emissions were measured from asphalt samples containing an amino acid metal chelate versus a control containing no amino acid metal chelate. Three asphalt samples were prepared and their hydrogen sulfide emissions measured after 1 hour in storage. To two samples, 0.5% amino acid metal chelate additive was added, CuGlyc (copper bis- glycinate) and ZnGlyc (zinc bis-glycinate) respectively. The hydrogen sulfide emissions were measured again after 5 minutes and 1 hour. Table 1 lists the results. The addition of the amino acid metal chelate showed significant reduction in hydrogen sulfide emissions.
  • Example 2 Additional amino acid metal chelates that may be used in asphalt, or the preparation thereof, are listed in Table 2.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Ceramic Engineering (AREA)
  • Materials Engineering (AREA)
  • Structural Engineering (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Civil Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Solid-Sorbent Or Filter-Aiding Compositions (AREA)
  • Road Paving Structures (AREA)
  • Treating Waste Gases (AREA)
  • Working-Up Tar And Pitch (AREA)
  • Fodder In General (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)

Abstract

The present disclosure is related to a family of metals chelates for use as a hydrogen sulfide scavenger in asphalt, and the preparation thereof. The metal chelates, in particular amino acid metal chelates, are particularly efficient at reducing the hydrogen sulfide emissions of asphalt.

Description

HYDROGEN SULFIDE SCAVENGER
Cross Reference To Related Applications
[001] The present application claims priority to United States Serial Number 14/170,224, filed January 31, 2014 and United States Serial Number 14/222,436 filed March 21, 2014, which is a continuation- in- part of United States Serial Number 14/170,224, filed January 31, 2014, the entire contents of which are hereby incorporated by reference.
Field of the Invention
[002] The present disclosure relates to a hydrogen sulfide scavenger for use as an additive in asphalt.
Background of the Invention
[003] Asphalt is commonly used in the construction and paving of roads. Asphalt is a mixture of aggregate material, such as sand, gravel, and crushed stone, with hot bitumen. The bitumen coats the aggregate material to give the asphalt, which may be spread as a uniform layer upon a road bed and compacted and smoothed with heavy rolling equipment.
[004] Asphalt invariably contains sulfur. The amount of sulfur will depend on the origin of the crude oil, as well as the processes used to refine the crude oil, into asphalt. The sulfur may exist in different forms. For example, sulfur may be in the form of hydrogen sulfide. Hydrogen sulfide, or dihydrogen sulfide, is a chemical compound with the formula H2S. It is a colorless, poisonous,
flammable gas with the characteristic foul odor. [005] Hydrogen sulfide may be released form asphalt, in particular when the asphalt is heated to a certain temperature. For example, hydrogen sulfide results from the dehydrogenation reactions that occur between bitumen and sulfur at the hot mixing temperatures, e.g. temperatures greater than 140°C. Hydrogen sulfide emissions are regulated. Therefore, there exists a need to reduce the amount of hydrogen sulfide in asphalt. Accordingly, the present disclosure provides for a reduced or low release of hydrogen sulfide during the preparation of asphalt, as well as in the final asphalt material.
Summary of the Invention
[006] The present invention is directed to compositions and methods for reducing hydrogen sulfide emission from a composition by combining a compound which will act as a scavenger for hydrogen sulfide when emitted from the composition.
Detailed Description of the Invention
[007] The present disclosure is related to a family of metals chelates for use as a hydrogen sulfide scavenger in asphalt, and the preparation thereof. The metal chelates, in particular amino acid metal chelates, are particularly efficient at reducing the hydrogen sulfide emissions of asphalt.
[008] The present disclosure is directed to a composition comprising asphalt and an amino acid metal chelate. In some embodiments, the amino acid metal chelate is selected from the group consisting of copper bis-glycinate, zinc bis-glycinate and mixtures thereof.
[009] The present disclosure is also directed to a method of reducing hydrogen sulfide emission from asphalt, or the preparation thereof, comprising the step of combining an amino acid metal chelate to asphalt, or an asphalt mix. In some embodiments, the amino acid metal chelate is selected from the group consisting of copper bis-glycinate, zinc bis-glycinate and mixtures thereof.
[0010] The amino acid metal chelate may also be selected form the following: Boron Amino Acid Chelate; Boron Aspartate; Boron Citrate; Boron Glycinate; Calcium Alphaketoglutarate; Calcium Amino Acid Chelate; Calcium Arginate; Calcium Ascorbate; Calcium Aspartate; Calcium Caprylate; Calcium Carbonate; Calcium Citrate Malate; Calcium Glycinate; Calcium D-Glucarate; Calcium Krebs Cycle; Calcium Lactate; Calcium Malate; Calcium Orotate; Calcium Succinate; Chromium Amino Acid Chelate; Chromium Arginate; Chromium Chloride; Chromium Dinicotinate/Glycinate; Chromium Picolinate; Chromium Nicotinate; Chromium Trit; Chromium Yeast; Chromium Nicotinate/Glycinate; Copper Amino Acid Chelate; Copper Aspartate; Copper Carbonate; Copper Citrate; Copper Gluconate; Copper Glycinate; Copper Sulfate; Copper Yeast; Iron Amino Acid Chelate; Iron Aspartate; Iron Bis-Glycinate HC1 Soluble; Iron Citrate; Iron Fumarate; Iron Gluconate; Iron Glycinate; Iron Sulfate; Iron Yeast; Lithium Aspartate; Lithium Orotate; Magnesium Alphaketoglutarate; Magnesium Amino Acid Chelate; Magnesium Ascorbate; Magnesium Aspartate; Magnesium Citrate; Magnesium Gluconate; Magnesium Glycinate; Magnesium Malate; Magnesium Orotate; Magnesium Oxide; Magnesium Succinate; Magnesium Taurinate; Magnesium Yeast; Manganese Amino Acid Chelate; Manganese Aspartate; Manganese Carbonate; Manganese Citrate; Manganese Gluconate; Mananese Glycinate; Manganese Sulfate; Manganese Yeast; Molybdenum Amino Acid Chelate; Molybdenum Trit; Molybdenum Yeast; Sodium Molybdate; Phosphorus Amino Acid Chelate; Dicalcium Phosphate; Potassium Amino Acid Chelate; Potassium Ascorbate; Potassium Aspartate; Potassium Citrate; Potassium Chloride; Potassium D-Glucarate; Potassium Gluconate; Potassium Glycerophosphate; Potassium Iodide Trit; Potassium Succinate; Selenium Amino Acid Chelate; Selenium Aspartate; L-Selenomethionine; Selenium Yeast; Sodium Selenate; Sodium Selenite; Strontium Aspartate; Strontium Citrate; Strontium Glycinate; Vanadium Amino Acid Chelate; Vanadium Citrate; Bis-Maltolato Oxo Vanadium; Vanadyl Sulfate; Sodium Metavanadate; Zinc Acetate; Zinc Arginate; Zinc Amino Acid Chelate; Zinc Ascorbate; Zinc Aspartate; Zinc Gluconate; Zinc Glycinate; Zinc Methionate; Zinc Oxide; Zinc Picolinate; Zinc Sulfate; and Zinc Yeast and mixtures thereof.
[0011] Said amino acid metal chelates can be added to the asphalt as a liquid ( e.g a solvent), solid, powder, slurry, gel , or emulsion.
[0012] Applicant has discovered that when a solid amino acid metal chelate H2S scavenger is dispersed in a solvent such as glycerol, kerosene, naphta, aliphatic, aromatic or naphthenic oil or any solvent with a flash point compatible with asphalt or bitumen, said solvent dispersion will provide similar performance to the solid form of said scavenger in the presence or not of polyphosphoric acid or other typical additives used in asphalt. In addition the liquid scavenger is stable overtime in normal storage conditions.
[0013] The preparation of the liquid scavenger follow typically the steps below:
• The solvent is maintain at room temperature or heated up to a temperature below the flash point of the considered solvent
• Some suspension stabilizers, thinner or thickener agent could be used to
improve the stability of the mixture
• The addition of the solid scavenger under agitation typically for 15 minutes to 10 hours. The concentration of the solid scavenger varies according to the workability of the mixture, and typically could range from 5%wt to 90% and most typically from 20 to 60%wt. [0014] The rate of addition into the asphalt or bitumen is proportionel to its solid content and varies from 0.05 to 5%, preferably from 0.1 to 0.5%wt.
[0015] The following example illustrates the neutral impact in terms of performance grading of the addition of the liquid form of the scavenger into asphalt.
Figure imgf000006_0001
Original Dynamic Shear Rheometer ( ODSR)
[0016] Examples
[0017] Example 1. Hydrogen sulfide emissions were measured from asphalt samples containing an amino acid metal chelate versus a control containing no amino acid metal chelate. Three asphalt samples were prepared and their hydrogen sulfide emissions measured after 1 hour in storage. To two samples, 0.5% amino acid metal chelate additive was added, CuGlyc (copper bis- glycinate) and ZnGlyc (zinc bis-glycinate) respectively. The hydrogen sulfide emissions were measured again after 5 minutes and 1 hour. Table 1 lists the results. The addition of the amino acid metal chelate showed significant reduction in hydrogen sulfide emissions.
Table 1: Hydrogen Sulfide Emission
Figure imgf000007_0001
[0018] Example 2. Additional amino acid metal chelates that may be used in asphalt, or the preparation thereof, are listed in Table 2.
Table 2: Amino Acid Metal Chelates
Figure imgf000007_0002
Sulfate
Yeast
Iron Amino Acid
Aspartate
Bis-Glycinate
Citrate
Fumarate
Gluconate
Sulfate
Yeast
Manganese Amino Acid
Aspartate
Carbonate
Citrate
Gluconate
Sulfate
Yeast
Molybdenum Amino Acid
TritMolybdenum
Yeast
Sodium Molybdate
Selenium Amino Acid
Aspartate
L-Selenomethionine
Yeast
Sodium Selenate
Sodium Selenite
Strontium Aspartate
Citrate
Glycinate
Vanadium Amino Acid
Citrate
Bis-Maltolato Oxo Vanadium Vanadyl Sulfate
Sodium Metavanadate
Zinc Acetate
Arginate
Amino Acid
Ascorbate Aspartate
Gluconate
Glycinate
Methionate
Picolinate
Sulfate
Yeast

Claims

What is claimed is:
1. A composition comprising:
(i) asphalt or an asphalt mix, and
(ii) an amino acid metal chelate.
2. The composition of claim 1 , wherein the amino acid metal chelate is selected from the group consisting of Boron Amino Acid Chelate; Boron Aspartate; Boron Citrate; Boron Glycinate; Calcium Alphaketoglutarate; Calcium Amino Acid Chelate; Calcium Arginate; Calcium Ascorbate; Calcium Aspartate; Calcium Caprylate; Calcium Carbonate; Calcium Citrate Malate; Calcium Glycinate; Calcium D-Glucarate; Calcium Krebs Cycle; Calcium Lactate; Calcium Malate; Calcium Orotate; Calcium Succinate; Chromium Amino Acid Chelate; Chromium Arginate; Chromium Chloride; Chromium Dinicotinate/Glycinate; Chromium Picolinate; Chromium Nicotinate;
Chromium Trit; Chromium Yeast; Chromium Nicotinate/Glycinate; Copper Amino Acid Chelate; Copper Aspartate; Copper Carbonate; Copper Citrate; Copper Gluconate; Copper Bis-Glycinate; Copper Glycinate; Copper Sulfate; Copper Yeast; Iron Amino Acid Chelate; Iron Aspartate; Iron Bis- Glycinate HC1 Soluble; Iron Citrate; Iron Fumarate; Iron Gluconate; Iron Glycinate; Iron Sulfate; Iron Yeast; Lithium Aspartate; Lithium Orotate; Magnesium Alphaketoglutarate; Magnesium Amino Acid Chelate;
Magnesium Ascorbate; Magnesium Aspartate; Magnesium Citrate;
Magnesium Gluconate; Magnesium Glycinate; Magnesium Malate;
Magnesium Orotate; Magnesium Oxide; Magnesium Succinate; Magnesium Taurinate; Magnesium Yeast; Manganese Amino Acid Chelate; Manganese Aspartate; Manganese Carbonate; Manganese Citrate; Manganese Gluconate; Mananese Glycinate; Manganese Sulfate; Manganese Yeast; Molybdenum Amino Acid Chelate; Molybdenum Trit; Molybdenum Yeast; Sodium Molybdate; Phosphorus Amino Acid Chelate; Dicalcium Phosphate; Potassium Amino Acid Chelate; Potassium Ascorbate; Potassium Aspartate; Potassium Citrate; Potassium Chloride; Potassium D-Glucarate; Potassium Gluconate; Potassium Glycerophosphate; Potassium Iodide Trit; Potassium Succinate; Selenium Amino Acid Chelate; Selenium Aspartate; L- Selenomethionine; Selenium Yeast; Sodium Selenate; Sodium Selenite; Strontium Aspartate; Strontium Citrate; Strontium Glycinate; Vanadium Amino Acid Chelate; Vanadium Citrate; Bis-Maltolato Oxo Vanadium; Vanadyl Sulfate; Sodium Metavanadate; Zinc Acetate; Zinc Arginate; Zinc Amino Acid Chelate; Zinc Ascorbate; Zinc Aspartate; Zinc Gluconate; Zinc Bis-Glycinate; Zinc Glycinate; Zinc Methionate; Zinc Oxide; Zinc
Picolinate; Zinc Sulfate; and Zinc Yeast and mixtures thereof.
3. The composition of claim 1, wherein the amino acid metal chelate is selected from the group consisting of copper bis-glycinate and zinc bis-glycinate.
4. A method of reducing hydrogen sulfide emission from asphalt or from the preparation of asphalt, comprising the step of:
(i) combining an amino acid metal chelate to asphalt or asphalt mix.
5. The method of claim 4 wherein the amino acid metal chelate is selected from the group consisting of Boron Amino Acid Chelate; Boron Aspartate; Boron Citrate; Boron Glycinate; Calcium Alphaketoglutarate; Calcium Amino Acid Chelate; Calcium Arginate; Calcium Ascorbate; Calcium Aspartate; Calcium Caprylate; Calcium Carbonate; Calcium Citrate Malate; Calcium Glycinate; Calcium D-Glucarate; Calcium Krebs Cycle; Calcium Lactate; Calcium Malate; Calcium Orotate; Calcium Succinate; Chromium Amino Acid Chelate; Chromium Arginate; Chromium Chloride; Chromium
Dinicotinate/Glycinate; Chromium Picolinate; Chromium Nicotinate;
Chromium Trit; Chromium Yeast; Chromium Nicotinate/Glycinate; Copper Amino Acid Chelate; Copper Aspartate; Copper Carbonate; Copper Citrate; Copper Gluconate; Copper Bis-Glycinate; Copper Glycinate; Copper
Sulfate; Copper Yeast; Iron Amino Acid Chelate; Iron Aspartate; Iron Bis- Glycinate HC1 Soluble; Iron Citrate; Iron Fumarate; Iron Gluconate; Iron Glycinate; Iron Sulfate; Iron Yeast; Lithium Aspartate; Lithium Orotate; Magnesium Alphaketoglutarate; Magnesium Amino Acid Chelate;
Magnesium Ascorbate; Magnesium Aspartate; Magnesium Citrate;
Magnesium Gluconate; Magnesium Glycinate; Magnesium Malate;
Magnesium Orotate; Magnesium Oxide; Magnesium Succinate; Magnesium Taurinate; Magnesium Yeast; Manganese Amino Acid Chelate; Manganese Aspartate; Manganese Carbonate; Manganese Citrate; Manganese
Gluconate; Mananese Glycinate; Manganese Sulfate; Manganese Yeast; Molybdenum Amino Acid Chelate; Molybdenum Trit; Molybdenum Yeast; Sodium Molybdate; Phosphorus Amino Acid Chelate; Dicalcium Phosphate; Potassium Amino Acid Chelate; Potassium Ascorbate; Potassium Aspartate; Potassium Citrate; Potassium Chloride; Potassium D-Glucarate; Potassium Gluconate; Potassium Glycerophosphate; Potassium Iodide Trit; Potassium Succinate; Selenium Amino Acid Chelate; Selenium Aspartate; L- Selenomethionine; Selenium Yeast; Sodium Selenate; Sodium Selenite; Strontium Aspartate; Strontium Citrate; Strontium Glycinate; Vanadium Amino Acid Chelate; Vanadium Citrate; Bis-Maltolato Oxo Vanadium; Vanadyl Sulfate; Sodium Metavanadate; Zinc Acetate; Zinc Arginate; Zinc Amino Acid Chelate; Zinc Ascorbate; Zinc Aspartate; Zinc Gluconate; Zinc Bis-Glycinate; Zinc Glycinate; Zinc Methionate; Zinc Oxide; Zinc
Picolinate; Zinc Sulfate; and Zinc Yeast and mixtures thereof.
6. The method of claim 4, wherein the amino acid metal chelate is selected
from the group consisting of copper bis-glycinate and zinc bis-glycinate.
7. A method of reducing hydrogen sulfide emission from a composition comprising the step of: combining a compound which will act as a scavenger for hydrogen sulfide when emitted from the composition.
8. The method of claim 7, wherein the composition comprises an acid.
9. The method of claim 8, wherein the acid is selected from the group consisting of mineral and organic acid.
10. The method of claim 8, wherein the acid is selected from the group consisting of phosphoric acid and polyphosphoric acid.
11. The method of claim 8, wherein the compound is selected from the group consisting of a metal salt or metal chelate.
12. The method of claim 8, wherein the compound is selected from the group consisting of copper bis-glycinate and zinc bis-glycinate.
13. The method of claim 8 or 11, wherein the method further includes the step of heating the composition.
14. The method of claim 13, wherein the composition comprises asphalt or bitumen.
15. The method of claim 11, wherein the compound is in liquid form.
16. A composition comprising a hydrogen sulfide emission reducing compound which will act as a scavenger for hydrogen sulfide when emitted from the composition.
17. The composition of claim 16, wherein the composition further comprises an acid.
PCT/US2015/013612 2014-01-31 2015-01-29 Hydrogen sulfide scavenger Ceased WO2015116864A1 (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
JP2016549281A JP2017505866A (en) 2014-01-31 2015-01-29 Hydrogen sulfide scavenger
CA2937369A CA2937369A1 (en) 2014-01-31 2015-01-29 Hydrogen sulfide scavenger
MX2016009955A MX2016009955A (en) 2014-01-31 2015-01-29 HYDROGEN SULFIDE CATCHER.
AU2015210882A AU2015210882A1 (en) 2014-01-31 2015-01-29 Hydrogen sulfide scavenger
EP15743198.2A EP3099747A4 (en) 2014-01-31 2015-01-29 Hydrogen sulfide scavenger
US15/115,672 US10066079B2 (en) 2014-01-31 2015-01-29 Hydrogen sulfide scavenger
CN201580005824.0A CN106170518A (en) 2014-01-31 2015-01-29 Hydrogen sulfide scavenger

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US14/170,224 US9441092B2 (en) 2014-01-31 2014-01-31 Hydrogen sulfide scavenger
US14/170,224 2014-01-31
US14/222,436 US9783458B2 (en) 2014-01-31 2014-03-21 Hydrogen sulfide scavenger
US14/222,436 2014-03-21

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EP (1) EP3099747A4 (en)
JP (1) JP2017505866A (en)
CN (1) CN106170518A (en)
AU (1) AU2015210882A1 (en)
CA (1) CA2937369A1 (en)
MX (1) MX2016009955A (en)
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Cited By (5)

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US11731080B2 (en) 2018-12-21 2023-08-22 King Fahd University Of Petroleum And Minerals Method of sweetening hydrocarbon gas from hydrogen sulfide
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US9783458B2 (en) 2017-10-10
JP2017505866A (en) 2017-02-23
MX2016009955A (en) 2016-10-31
CA2937369A1 (en) 2015-08-06
EP3099747A4 (en) 2017-10-11
CN106170518A (en) 2016-11-30
US20170008802A1 (en) 2017-01-12
AU2015210882A1 (en) 2016-08-04

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