CA3036422C - Use of compositions having a content of condensation product of 1-aminopropan-2-ol and formaldehyde in the removal of sulphur compounds from process streams - Google Patents
Use of compositions having a content of condensation product of 1-aminopropan-2-ol and formaldehyde in the removal of sulphur compounds from process streamsInfo
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Abstract
The invention relates to the use of a composition that comprises a) one or more condensation products of 1-aminopropan-2-ol and formaldehyde and b) monoethylene glycol, wherein component a) is present in an amount from 5 to 70% by weight and component b) is present in an amount from 30 to 95% by weight, in each case based on the weight of the composition, in the removal of sulphur compounds from process streams.
Description
1 Use of compositions having a content of condensation product of l-aminopropan-2-ol and formaldehyde in the removal of sulphur compounds from process streams The present invention relates to the use of a composition that comprises a) one or more condensation products of 1-aminopropan- 2-ol and formaldehyde and b) monoethylene glycol, in the removal of sulphur compounds from process streams. In addition, the invention relates to a corresponding method for removing one or more sulphur compounds from a process stream. EbS is an unpleasantly smelling and toxic gas that is a hazard to health to a great extent and furthermore leads in industrial systems to serious corrosion phenomena. The legislator has therefore enacted strict requirements for lowering the H2S content in gaseous and liquid streams. WO90/07467 Al discloses condensation products of formaldehyde and ethanolamine (such as 3,3'-methylenebisoxazolidine and N,N',N''-tris(2-hydroxyethyl)hexahydrotriazine) and use thereof in gaseous and liquid hydrocarbon streams, in order to decrease therein the amount of hydrogen sulphide and organic sulphides. In addition, it is indicated that, in the case of hydrocarbon streams that contain water, glycols can be added in order at the same time to reduce the water content. An exemplary and preferred glycol is triethylene glycol. WO2016/100224 A2 discloses compositions for removing sulphur compounds from moist or dry gaseous streams. The compositions, in addition to at least one compound for capturing the sulphur compound, further contain at least one hygroscopic agent. Preferred compounds for capturing the sulphur compounds are triazines of monoethanolamine, methylamine or methoxypropylamine. An exemplary hygroscopic agent is glycerol. Grotan® OX (i.e. 3,3'-methylenebis[5-methyloxazolidine]) is an anhydrous condensation product of formaldehyde and 1-5 10 15 20 25 30 35 CA 03036422 2019-03-11 WO 2018/050567 PCT/EP2017/072648 2 aminopropan-2-ol (monoisopropanolamine, MIPA) in the molar ratio 3:2, (Schiilke & Mayr GmbH, Norderstedt, Federal Republic of Germany). The product Grotan® WS contains about 80% by weight of the formaldehyde donor compound a,a',a"-trimethyl-l,3,5- triazine-1,3,5-(2H,4H,6H)triethanol (N,N',N''- tris(2 hydroxypropyl)hexahydrotriazine, hereinafter TTT). TTT is produced by condensation of l-aminopropan-2-ol with formaldehyde (in the molar ratio 1:1). Grotan® OX and Grotan® WS show good efficacy in the chemical neutralization of H2S. The problem addressed by the present invention is to provide compositions that remove sulphur compounds from process streams, more precisely also from those process streams that preferably contain little or no water, including liquid and gaseous process streams (such as, in particular, hydrocarbon process streams). H2S trapping compositions having improved efficiency and advantages in application which additionally are also more economical are sought. It has now surprisingly been found that this problem is solved by using, in the removal of sulphur compounds from process streams a) one or more condensation products of 1-aminopropan-2-ol and formaldehyde and b) monoethylene glycol, wherein the weight ratio used of a):b) is in the range from 5:95 to 70:30. The components a) and b) are preferably used according to the invention as a composition comprising a) and b), wherein component a) is present in an amount from 5 to 70% by weight and component b) is present in an amount from 30 to 95% by weight, in each case based on the weight of the composition. The invention is based, inter alia, on the fact that it has been found that the efficiency of condensation products of l-aminopropan-2-ol and formaldehyde in the removal of sulphur5 10 15 20 25 30 35 CA 03036422 2019-03-11 WO 2018/050567 PCT/EP2017/072648 3 compounds from process streams may be significantly increased by addition of monoethylene glycol. In addition, it is advantageous that, in the compositions according to the invention, the proportion of component b) does not impair those product properties such as handleability and flashpoint. Even in the case of the condensation product N,N',N''-tris(2- hydroxypropyl)hexahydrotriazine, that already acts well when used alone, there is an increase in activity when monoethylene glycol is added. Although, by addition of propylene glycol, a certain improvement in activity may be achieved, this improvement, however, is markedly less than compared with the effect with monoethylene glycol. In a first aspect, the invention therefore relates to the use of a composition that comprises a) one or more condensation products of l-aminopropan-2-ol and formaldehyde and b) monoethylene glycol, wherein component a) is present in an amount from 5 to 70% by weight and component b) is present in an amount from 30 to 95% by weight, in each case based on the weight of the composition, in the removal of sulphur compounds from process streams. The component a) is a condensation product of l-aminopropan-2- ol and formaldehyde, or a mixture of such condensation products. Preferably, the condensation product is produced by reacting l-aminopropan-2-ol and formaldehyde in the molar ratio 1:0.8 to 1:1.8, preferably in the molar ratio 1:0.9 to 1:1.6. In a first preferred embodiment, the condensation product is 3,3’-methylenebis[5-methyloxazolidine], i.e. the condensation product of formaldehyde and l-aminopropan-2-ol in the molar ratio 3:2. In this case it is preferred that the component a) is5 10 15 20 25 30 35 CA 03036422 2019-03-11 WO 2018/050567 PCT/EP2017/072648 4 3,3'-methylenebis[5-methyloxazolidine]. In this first preferred embodiment, preferably component a) is present in an amount from 20 to 60% by weight, and component b) is present in an amount from 40 to 80% by weight. Particularly preferably, in the first preferred embodiment, component a) is present in an amount from 30 to 50% by weight and component b) is present in an amount from 50 to 70% by weight, wherein, in particular, component a) is present in an amount of about 40% by weight and component b) is present in an amount of about 60% by weight. This first preferred embodiment in which component a) comprises 3,3'-methylenebis[5-methyloxazolidine] and preferably, component a) is 3,3'-methylenebis[5-methyl-oxazolidine], wherein, particularly preferably, component a) is present in an amount from 30 to 50% by weight and component b) is present in an amount from 50 to 70%, is therefore particularly advantageous because the surprising effect in lowering the content of sulphur compounds already results after a short exposure time and the reinforcement of the effect by the content of monoethylene glycol is particularly pronounced (see Examples 6 to 8 and, in particular, Example 7). In this first preferred embodiment, it is further preferred that the composition comprises less than 10% by weight of water, preferably less than 5% by weight of water, in particular less than 2% by weight of water, such as less than 1% by weight of water. Particularly, preference is therefore given to the use of a composition that consists of a) about 40% by weight of 3,3'- methylenebis[5-methyloxazolidine] and b) about 60% by weight of monoethylene glycol. In a second preferred embodiment, the condensation product is N,N',N''-tris(2-hydroxypropyl)hexahydrotriazine, i.e. the5 10 15 20 25 30 35 CA 03036422 2019-03-11 WO 2018/050567 PCT/EP2017/072648 condensation product of formaldehyde and l-aminopropan-2-ol in the molar ratio 3:3 (1:1), wherein component a) is preferably N,N',N''-tris(2-hydroxypropyl)hexahydrotriazine. In this second preferred embodiment, the composition preferably comprises 2 to 25% by weight of water, more preferably 5 to 20% by weight of water, in particular 10 to 15% by weight of water, such as 12% by weight of water. In addition, in this second preferred embodiment, it is preferred that component a) is present in an amount from 35 to 60% by weight and component b) is present in an amount from 30 to 50% by weight, wherein preferably component a) is present in an amount from 40 to 55% by weight and component b) is present in an amount from 35 to 45% by weight, wherein, in particular component a) is present in an amount of about 48% by weight and component b) is present in an amount of about 40% by weight. In all embodiments of the invention it is advantageous when the composition does not comprise a dialkylhydroxylamine of the formula RR'NOH, wherein R and R' independently of one another are selected from linear, branched and cyclic Ci to Cio alkyl groups. It is in addition advantageous when the composition does not contain an additive selected from urea, urea derivatives, amino acids, guanidine and guanidine derivatives. The process stream is preferably selected from liquid and gaseous process streams. Preferably, the process stream contains at most 40% by weight of water, more preferably at most 35% by weight of water, particularly preferably at most 30% by weight of water, such as at most 25% by weight of water, or at most 20% by weight, or at most 15% by weight, for instance at most 10% by weight, or at most 5% by weight, for example at most 1% by weight, of water.5 10 15 20 25 30 35 CA 03036422 2019-03-11 WO 2018/050567 PCT/EP2017/072648 Fields of use are, inter alia, biogas plants, the transport of petroleum and natural gas, the processing, storage and transport of fossil energy carriers and the removal of H2S liberated by sulphate-reducing bacteria under anaerobic conditions. Examples of H2S-containing streams or products are petroleum, crude oil, mineral oil, heating oil, diesel fuel, bitumen, distillation residues, drilling liquid and wastewater. Particular preference is given to the use according to the invention of the compositions in process streams that are hydrocarbon streams. Preferably, the process stream is a liquid or gaseous hydrocarbon stream. The sulphur compound, for the removal of which the described composition is used, is selected from hydrogen sulphide, inorganic and organic sulphides, mercaptans and mercaptides, wherein the composition is preferably used in the removal of hydrogen sulphide from process streams. In a second aspect, the invention relates to a method for removing one or more sulphur compounds from a process stream, in which the process stream that contains the sulphur compound or sulphur compounds is contacted with a composition that comprises a) one or more condensation products of l-aminopropan-2-ol and formaldehyde and b) monoethylene glycol, wherein component a) is present in an amount from 15 to 70% by weight and component b) is present in an amount from 30 to 85% by weight, in each case based on the weight of the composition. According to a third aspect of the present invention, it is possible to add components a) and b) to the process stream separately in the said weight ratio. Correspondingly, the invention also relates to the use of a) one or more condensation products of l-aminopropan-2-ol and formaldehyde, and b)5 10 15 20 25 30 35 CA 03036422 2019-03-11 WO 2018/050567 PCT/EP2017/072648 7 monoethylene glycol, wherein the weight ratio used of a):b) is in the range from 5:95 to 70:30, in the removal of sulphur compounds from process streams. According to the invention, it is in any case preferred to use, according to the first and second aspects, compositions which comprise the components a) and b). These compositions have a low viscosity and offer advantages with respect to cost savings, economic efficiency, cold stability and flow behaviour. The advantages of the invention result, in particular, from the following examples. Percentages, unless stated otherwise, relate to the weight. Examples 1. Condensation products used Grotan® OX: The reaction product of isopropanolamine and paraformaldehyde (91%) is formed in the molar ratio 2:3. In this case 3,3'- methylenebis(5-methyloxazolidine) is formed. The reaction water and the water from the paraformaldehyde are distilled off. Grotan® WS: The reaction product is formed from isopropanolamine and paraformaldehyde (91%) in the molar ratio 3:3 (1:1). This forms a,a',a"-trimethyl-1,3,5-triazine-1,3,5-(2H,4H,6H)- triethanol (N,N',N''-tris(2-hydroxypropyl)hexahydrotriazine, TTT). The reaction water and the water from the paraformaldehyde remain in the product. The TTT content is about 80% by weight. 2. Method: Determination of the sulphide concentration (based on IP 570, determination of hydrogen sulphide in mineral oils) - Action of the differing sulphur capturing agents on the sample at various temperatures and for differing times5 10 15 20 25 30 CA 03036422 2019-03-11 WO 2018/050567 PCT/EP2017/072648 8 - Dilution of the sample with alkylbenzene in order to arrive at the linear working range of the analysis system - Injection of the sample under investigation (including sulphur capturing agent) into the analysis system - Addition of acid (2M H3PO4 in water) and optionally heating the analytical sample in the analysis system - Quantitative expulsion of the resultant hydrogen sulphide in the analysis system by means of air and transfer of the hydrogen sulphide to an electrochemical measuring electrode in the analysis apparatus - The hydrogen sulphide generates, at the electrochemical measurement electrode, a measurement signal that is proportional to the respective hydrogen sulphide amount - By means of evaluation software, the resultant peak area (composed of measured signal intensity against time) is determined and converted to a sulphide content, on the basis of a calibration line 3. Study of various formaldehyde condensation products, glycols and mixtures thereof In order to show the advantages of the compositions used according to the invention, a test was made as to what action various compositions have on the removal of H2S in C10-13 alkyl benzene (sulphide concentration 200 ppm). The samples were heated for this purpose to 50°C and the compositions were used in an amount in each case of 1000 ppm, wherein in the table hereinafter, for the mixtures of condensation product and glycol (monoethylene glycol and propylene glycol) in each case the weight ratio is stated. The results in the case of percentage reduction of H2S content after exposure for 2 or 24 hours are given in Tab. 1.CA 03036422 2019-03-11 WO 2018/050567 PCT/EP2017/072648 Tab. 1 * Comparison No. Composition 2 h 24 h 1* Monoethylene glycol Zo • Oo "6 o 5.8% 2* Grotan® OX 7.9% 17.8% 3* Grotan® OX + Monoethylene (9:1) glycol 9.7% 24.5% 4* Grotan® OX + Monoethylene (8:2) glycol 18.7% 5 Grotan® OX + Monoethylene (6:4) glycol 21.9% 82.6% 6 Grotan® OX + Monoethylene (1:1) glycol 23.3% 86.1% 7 Grotan® OX + Monoethylene (4:6) glycol 25.4% 88.0% 8 Grotan® OX + Monoethylene (3:7) glycol 21.5% 93.6% 9 Grotan® OX + Monoethylene (2:8) glycol 22.3% 97.5% 10 Grotan® OX + Monoethylene (1:9) glycol 14.6% 99.4% 11* Grotan® OX + Propylene glycol (4:6) 13.8% 34.0% 12* Grotan® WS 14.0% 72.4% 13 Grotan® WS + Monoethylene (6:4) glycol 25.0% 88.9% - Experiment not carried out 5 The results verify that monoethylene glycol and the condensation products of l-aminopropan-2-ol and formaldehyde (Grotan® OX and Grotan® WS) in each case alone reduce the H2S content only insufficiently, and more precisely not only for the exposure 10 time of 2 h, but also for the exposure time of 24 h (comparative experiments 1, 2 and 12). The same applies to compositions5 10 15 20 25 30 CA 03036422 2019-03-11 WO 2018/050567 PCT/EP2017/072648 10 consisting of Grotan® OX and monoethylene glycol in the weight ratios 9:1 and 8:2 (comparative experiments 3 and 4), that is to say having a small fraction of monoethylene glycol, and also to compositions consisting of Grotan® OX and propylene glycol (comparative experiment 11). In contrast, the compositions according to the invention consisting of i) condensation product of l-aminopropan-2-ol and formaldehyde (Grotan® OX or Grotan® WS) and ii) monoethylene glycol surprisingly act considerably better when the content of monoethylene glycol is higher than 20% by weight (experiments 5 to 10 and 13). In the case of compositions according to the invention consisting of i) Grotan® OX and ii) monoethylene glycol, for an exposure time of only 2 h, it is shown that a composition consisting of Grotan® OX and monoethylene glycol in the weight ratio 4:6 (experiment 7) already acts well (reducing the H2S content by 25.4%), and for an exposure time of 24 h, the reduction is even 88%. In the case of the markedly longer exposure time of 24 h, in contrast, a mixture consisting of Grotan® OX and monoethylene glycol in the weight ratio 1:9 (experiment 10) acts excellently (reduction by 99.4%). 4. Particularly preferred composition For production of the particularly preferred composition consisting of a) 40% by weight of 3,3'-methylenebis- [5-methyloxazolidine] and b) 60% by weight of monoethylene glycol, monoethylene glycol is charged and Grotan® OX is added. After brief stirring, a clear, colourless solution is obtained having the following properties (Tab. 2). Tab. 2 Appearance clear, colourless solution Hazen colour number 11 Density at 20°C, g/ml 1.108 Refraction at 20°C 1.457 Cleavable HCHO, % 17.95 10 15 20 25 Date ReQue/Date Received 2024-01-25 11 The storage stability of this composition was studied by storing samples for 1 month at 25°C or 40°C in PE bottles (Tab. 3): Tab. 3 After 1 month of storage at 25°C 40°C Appearance clear, slightly yellowish light yellow Hazen colour number 29 70 Density at 20°C, g/ml 1.108 1.108 Refraction at 20°C 1.457 1.457 Cleavable HCHO, % 17.7 17.8 Reduction of H2S content, 2 h, % 26.0 27.9 Reduction of H2S content, 24 h, Q, "O 87.5 87.4 The results in Tab. 3 verify composition has not lost the content even after storage temperature of 40°C. that this particularly preferred activity in the reduction of H2S for one month at an elevated •k -k Some of the embodiments disclosed in the present description are provided in the following items: 1. Use of a composition that comprises a) one or more condensation products of l-aminopropan-2-ol and formaldehyde and b) monoethylene glycol, wherein the component a) is present in an amount from 5 to 70% by weight and the component b) is present in an amount from 30 to 95% by weight, in each case based on the weight of the composition, in the removal of sulphur compounds from process streams.5 10 15 20 25 30 Date ReQue/Date Received 2024-01-25 12 2. The use according to item 1, wherein the condensation product is produced by reacting l-aminopropan-2-ol and formaldehyde in the molar ratio 1:0.8 to 1:1.8. 3. The use according to item 2, wherein the condensation product is produced by reacting l-aminopropan-2-ol and formaldehyde in the molar ratio 1:0.9 to 1:1.6. 4. The use according to any one of items 1 to 3, wherein the component a) is 3,3' -methylenebis[5-methyloxazolidine]. 5. The use according to any one of items 1 to 4, wherein the component a) is present in an amount from 20 to 60% by weight, and the component b) is present in an amount from 40 to 80% by weight. 6. The use according to any one of items 1 to 4, wherein the component a) is present in an amount from 30 to 50% by weight, and the component b) is present in an amount from 50 to 70% by weight. 7. The use according to any one of items 1 to 4, wherein the component a) is present in an amount of about 40% by weight and component b) is present in an amount of about 60% by weight. 8. The use according to any one of items 1 to 7, wherein the composition comprises less than 10% by weight of water. 9. The use according to any one of items 1 to 7, wherein the composition comprises less than 5% by weight of water.5 10 15 20 25 30 Date ReQue/Date Received 2024-01-25 13 10. The use according to any one of items 1 to 7, wherein the composition comprises less than 2% by weight of water. 11. The use according to any one of items 1 to 7, wherein the composition comprises less than 1% by weight of water. 12. The use according to any one of items 1 to 3, wherein the component a) is N,N',N''-tris (2-hydroxypropyl) hexahydrotriazine. 13. The use according to item 12, wherein the composition comprises 2 to 25% by weight of water. 14. The use according to item 12, wherein the composition comprises 5 to 20% by weight of water. 15. The use according to item 12, wherein the composition comprises 10 to 15% by weight of water. 16. The use according to item 12, wherein the composition comprises 12% by weight of water. 17. The use according to any one of items 12 to 16, wherein the component a) is present in an amount from 35 to 60% by weight and the component b) is present in an amount from 30 to 50% by weight. 18. The use according to any one of items 12 to 16, wherein the component a) is present in an amount from 40 to 55% by weight and the component b) is present in an amount from 35 to 45% by weight.5 10 15 20 25 30 Date ReQue/Date Received 2024-01-25 14 19. The use according to any one of items 12 to 16, wherein the component a) is present in an amount of about 48% by weight and the component b) is present in an amount of about 40% by weight. 20. The use according to any one of items 1 to 19, wherein the composition does not comprise a dialkylhydroxylamine of the formula RR'NOH, wherein R and R' independently of one another are linear, branched or cyclic Ci to Cio alkyl groups. 21. The use according to any one of items 1 to 20, wherein the composition does not comprise an additive which is urea, urea derivatives, amino acids, guanidine or guanidine derivatives. 22. The use according to any one of items 1 to 21, wherein the process stream is liquid or gaseous process stream. 23. The use according to any one of items 1 to 22, wherein the process stream contains at most 40% by weight of water. 24. The use according to item 23, contains at most 35% by weight 25. The use according to item 23, contains at most 30% by weight 26. The use according to item 23, contains at most 25% by weight 27. The use according to item 23, contains at most 20% by weight wherein the process stream of water. wherein the process stream of water. wherein the process stream of water. wherein the process stream of water.5 10 15 20 25 30 Date ReQue/Date Received 2024-01-25 15 28. The use according to item 23, wherein the process stream contains at most 15% by weight of water. 29. The use according to item 23, wherein the process stream contains at most 10% by weight of water. 30. The use according to item 23, wherein the process stream contains at most 5% by weight of water. 31. The use according to item 23, wherein the process stream contains at most 1% by weight, of water. 32. The use according to any one of items 1 to 31, wherein the process stream is a hydrocarbon stream. 33. The use according to any one of items 1 to 32, wherein the sulphur compound is hydrogen sulphide, inorganic sulphides, organic sulphides, mercaptans or mercaptides. 34. The use according to any one of items 1 to 33, wherein the composition is used in the removal of hydrogen sulphide from process streams. 35. Method for removing one or more sulphur compounds from a process stream, in which the process stream that contains the sulphur compound or sulphur compounds is contacted with a composition that comprises a) one or more condensation products of l-aminopropan-2-ol and formaldehyde and b) monoethylene glycol,16 wherein the component a) is present in an amount from 15 to 70% by weight and the component b) is present in an amount from 30 to 85% by weight, in each case based on the weight of the composition.
Claims (35)
17 Claims 1. Use of a composition that comprises a) one or more condensation products of l-aminopropan-2-ol and formaldehyde and b) monoethylene glycol, wherein the component a) is present in an amount from 5 to 70% by weight and the component b) is present in an amount from 30 to 95% by weight, in each case based on the weight of the composition, in the removal of sulphur compounds from process streams.
2. The use according to claim 1, wherein the condensation product is produced by reacting l-aminopropan-2-ol and formaldehyde in the molar ratio 1:0.8 to 1:1.8.
3. The use according to claim 2, wherein the condensation product is produced by reacting l-aminopropan-2-ol and formaldehyde in the molar ratio 1:0.9 to 1:1.6.
4. The use according to any one of claims 1 to 3, wherein the component a) is 3,3' -methylenebis[5-methyloxazolidine].
5. The use according to any one of claims 1 to 4, wherein the component a) is present in an amount from 20 to 60% by weight, and the component b) is present in an amount from 40 to 80% by weight.
6. The use according to any one of claims 1 to 4, wherein the component a) is present in an amount from 30 to 50% by weight, and the component b) is present in an amount from 50 to 70% by weight.5 10 15 20 25 30 35 Date ReQue/Date Received 2024-01-25 18
7. The use according to any one of claims 1 to 4, wherein the component a) is present in an amount of about 40% by weight and component b) is present in an amount of about 60% by weight.
8. The use according to any one of claims 1 to 7, wherein the composition comprises less than 10% by weight of water.
9. The use according to any one of claims 1 to 7, wherein the composition comprises less than 5% by weight of water.
10. The use according to any one of claims 1 to 7, wherein the composition comprises less than 2% by weight of water.
11. The use according to any one of claims 1 to 7, wherein the composition comprises less than 1% by weight of water.
12. The use according to any one of claims 1 to 3, wherein the component a) is N,Nz ,Nz'-tris (2-hydroxypropyl) hexahydrotriazine.
13. The use according to claim 12, wherein the composition comprises 2 to 25% by weight of water.
14. The use according to claim 12, wherein the composition comprises 5 to 20% by weight of water.
15. The use according to claim 12, wherein the composition comprises 10 to 15% by weight of water.
16. The use according to claim 12, wherein the composition comprises 12% by weight of water.
17. The use according to any one of claims 12 to 16, wherein the component a) is present in an amount from 35 to 60% by5 10 15 20 25 30 Date ReQue/Date Received 2024-01-25 19 weight and the component b) is present in an amount from 30 to 50% by weight.
18. The use according to any one of claims 12 to 16, wherein the component a) is present in an amount from 40 to 55% by weight and the component b) is present in an amount from 35 to 45% by weight.
19. The use according to any one of claims 12 to 16, wherein the component a) is present in an amount of about 48% by weight and the component b) is present in an amount of about 40% by weight.
20. The use according to any one of claims 1 to 19, wherein the composition does not comprise a dialkylhydroxylamine of the formula RR'NOH, wherein R and R' independently of one another are linear, branched or cyclic Ci to Cio alkyl groups.
21. The use according to any one of claims 1 to 20, wherein the composition does not comprise an additive which is urea, urea derivatives, amino acids, guanidine or guanidine derivatives.
22. The use according to any one of claims 1 to 21, wherein the process stream is liquid or gaseous process stream.
23. The use according to any one of claims 1 to 22, wherein the process stream contains at most 40% by weight of water.
24. The use according to claim 23, wherein the process stream contains at most 35% by weight of water.5 10 15 20 25 30 Date ReQue/Date Received 2024-01-25 20
25. The use according to claim 23, wherein the process stream contains at most 30% by weight of water.
26. The use according to claim 23, wherein the process stream contains at most 25% by weight of water.
27. The use according to claim 23, wherein the process stream contains at most 20% by weight of water.
28. The use according to claim 23, wherein the process stream contains at most 15% by weight of water.
29. The use according to claim 23, wherein the process stream contains at most 10% by weight of water.
30. The use according to claim 23, wherein the process stream contains at most 5% by weight of water.
31. The use according to claim 23, wherein the process stream contains at most 1% by weight, of water.
32. The use according to any one of claims 1 to 31, wherein the process stream is a hydrocarbon stream.
33. The use according to any one of claims 1 to 32, wherein the sulphur compound is hydrogen sulphide, inorganic sulphides, organic sulphides, mercaptans or mercaptides.
34. The use according to any one of claims 1 to 33, wherein the composition is used in the removal of hydrogen sulphide from process streams.
35. Method for removing one or more sulphur compounds from a process stream, in which the process stream that contains21 the sulphur compound or sulphur compounds is contacted with a composition that comprises a) one or more condensation products of l-aminopropan-2-ol 5 and formaldehyde and b) monoethylene glycol, wherein the component a) is present in an amount from 15 to 70% by weight and the component b) is present in an 10 amount from 30 to 85% by weight, in each case based on the weight of the composition.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102016117399.1 | 2016-09-15 | ||
| DE102016117399.1A DE102016117399A1 (en) | 2016-09-15 | 2016-09-15 | USE OF COMPOSITIONS CONTAINING A CONDITIONING PRODUCT OF 1-AMINOPROPAN-2-OL AND FORMALDEHYDE IN THE REMOVAL OF SULFUR COMPOUNDS FROM PROCESSES |
| PCT/EP2017/072648 WO2018050567A1 (en) | 2016-09-15 | 2017-09-08 | Use of compositions having a content of condensation product of 1-aminopropan-2-ol and formaldehyde in the removal of sulphur compounds from process streams |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA3036422A1 CA3036422A1 (en) | 2018-03-22 |
| CA3036422C true CA3036422C (en) | 2025-12-09 |
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