A process for the inhibition of alcohol dehydrogenation to aldehydes
By using alkali hydroxides or alkali alkoxides as inhibitors in the Guerbet reaction, the formation of light boiling dehydrogenation products is minimized, enhancing the selectivity and yield of 1-butanol in the alcohol conversion process.
Patent Information
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2025-09-03
- Publication Date
- 2026-03-12
AI Technical Summary
The Guerbet reaction for producing 1-butanol from ethanol faces challenges with selectivity and the formation of light boiling dehydrogenation products like butyraldehyde due to the presence of homogeneous Guerbet-catalysts during the distillative work-up, which are difficult to remove.
Incorporating an inhibitor component such as alkali hydroxides or alkali alkoxides before heating the mixture to minimize the formation of light boiling dehydrogenation products by adding an inhibitor component selected from the group consisting of at least one alkali hydroxide, at least one alkali alkoxide, or a mixture of two or more thereof, during the alcohol conversion process.
This approach effectively reduces the formation of unwanted aldehydes like butyraldehyde, improving the selectivity and yield of 1-butanol in the Guerbet reaction process.
Smart Images

Figure IMGF000004_0001 
Figure IMGF000004_0002 
Figure IMGF000005_0001
Abstract
Description
240678W001A process for the inhibition of alcohol dehydrogenation to aldehydesThe present invention relates to a process for the inhibition of alcohol dehydrogenation to aldehydes. The present invention preferably relates to a process for the inhibition of alcohol dehydrogenation to aldehydes in the work-up of an alcohol conversion process.A commonly used industrial production of alcohols is mainly based on an oxo process. Said process comprises the reaction of an alkene with oxo gas, which is a mixture of hydrogen and carbon monoxide in a 1 :1 molar ratio. The reaction is followed by hydrogenation of the aldehyde into the desired alcohol.An alternative process for the synthesis of alcohols is based on the Guerbet reaction, which is known for many decades (M. Guerbet, C. R. Hebd. Seances Acad. Sci. 1899, 128, p. 511-513). It is generally accepted that the mechanism leading to Guerbet alcohols comprises the following three steps: (I) dehydrogenation of a primary alcohol to the respective aldehyde; (II) aldol condensation of two aldehyde molecules to an a,p-unsaturated aldehyde with elimination of water; and (ill) hydrogenation of the unsaturated aldehyde to the dimer alcohol. An alkaline catalyst, e.g. sodium or potassium hydroxide or sodium or potassium alkoxides, is required for the Guerbet reaction. Often homogeneous metal catalysts are added to accelerate the dehydrogenation and hydrogenation steps. However, the Guerbet reaction generally suffers from harsh conditions, poor selectivity, since higher alcohols are formed due to consecutive reactions of the formed 1 -butanol, separation issues and low yield.In the chemical industry, 1 -butanol is an important intermediate product and solvent for a broad variety of products, including paints and various plastics. Up to now, 1 -butanol is produced from a petro-based feedstock, leading to a significant product carbon footprint for 1 -butanol and the resulting products. Therefore, it is important for the chemical industry to find and open an economical and sustainable process route to butanol with a lower product carbon footprint.Ethanol may be a sustainable feedstock to produce chemicals. Using ethanol in the Guerbet reaction may be a profitable and sustainable approach to produce 1 -butanol. Whereas the Guerbet reaction is used up to date to produce higher alcohols from higher boiling alcohol feedstocks than ethanol, there is so far no industrial usage for the Guerbet reaction for ethanol as the feedstock to produce 1 -butanol. While the Guerbet reaction itself may seem a simple chemical reaction, employing ethanol as the feedstock causes inherent problems particularly concerning selectivity. The product, 1 -butanol, can itself also undergo further dehydrogenation in process steps where the employed homogeneous Guerbet-catalyst is still present, e.g. in distillative work-up. During said distillative work-up, light boiling and reactive aldehydes as butyraldehyde may be formed due to the presence of still active homogeneous Guerbet-catalyst, which causes issues with the product specification.In the Guerbet reaction of ethanol to 1 -butanol, a reaction mixture is obtained which generally contains the desired product 1 -butanol, unreacted ethanol, water, remaining base, formed carboxylate salts, the homogeneous Guerbet-240678W0012 catalyst as well as a mixture of higher alcohols. A concept for the work-up of said reaction mixture comprises, as a first step, the removal of any unreacted ethanol (with a boiling point of 78 °C at 1 atm) and water (with a boiling point 100 °C at 1 atm). From the so obtained mixture containing mainly 1 -butanol, remaining base, carboxylate salts, the homogenous Guerbet-catalyst as well as higher alcohols, the carboxylate salts are removed by extraction with water in order to avoid their accumulation in the further work-up process. When extracting the carboxylate salts, any remaining base is also removed from the mixture. After this extraction, a mixture is obtained which contains mainly 1- butanol, the homogeneous Guerbet-catalyst as well as higher alcohols. At this stage of the work-up process, 1- butanol can be removed by distillation (with a boiling point 118 °C at 1 atm), whereby the homogeneous Guerbet- catalyst remains in the sump of the distillation together with higher boiling alcohols. The catalyst may then be recycled back to the synthesis step of the Guerbet reaction of ethanol to 1 -butanol if desired.However, due to the presence of the homogeneous Guerbet-catalyst and the open system during the distillation of 1- butanol, where also formed hydrogen may be removed, the catalyst may act as a dehydrogenation catalyst. Without additional measures, low boiling dehydrogenation products may be formed during the distillation step, such as butyraldehyde (with a boiling point 75 °C at 1 atm). Said low boiling dehydrogenation products are rather difficult to remove from 1 -butanol distilled off. Therefore, the formation of light boiling dehydrogenation products should be avoided.A method for the inhibition of homogeneous ruthenium catalysts in distillation units to avoid dehydrogenation is the addition of carboxylic acids, as disclosed in WO 2013 / 004577 A1 for the distillation of formic acid. The deactivation of ruthenium-catalysts with carboxylic acids is also described for the dehydrogenation of alcohol to esters as given in Inorganic Chemistry, 2020, 59, 5099-5115, or in ACS Catalysis, 2018, 8, 4719-4734.US 9,266,807 B1 relates to processes for preparing product compounds that include alcohols, aldehydes or combinations (blends) of alcohols and aldehydes using a Guerbet catalyst.Therefore, it was an object of the present invention to provide a process for the inhibition of alcohol dehydrogenation to aldehydes in mixtures containing an alcohol and a homogeneous Guerbet-catalyst, preferably obtained from an alcohol conversion process suitable for a large scale production, minimizing the formation of light boiling dehydrogenation products, such as butyraldehyde.The present invention thus relates to a process for the inhibition of alcohol dehydrogenation to aldehydes in mixtures containing an alcohol and a homogenous Guerbet-catalyst, the mixtures preferably being derived from an alcohol conversion process based on the Guerbet reaction, said process advantageously comprising the addition of an alkaline base to minimize the formation of light boiling dehydrogenation products, such as butyraldehyde. It has been found that the addition of carboxylic acids, such as acetic acid or formic acid, during the work-up of an alcohol conversion process, as suggested in the prior art up to date, does not inhibit a homogeneous Guerbet-catalyst from forming aldehydes as unwanted side reaction products, such as the butanol dehydrogenation to butyraldehyde. To240678W001 the contrary, it has been found that disadvantageously, the addition of carboxylic acids even increases the formation of the amount of butyraldehyde in a mixture containing 1 -butanol, higher boiling alcohols as well as the homogeneous Guerbet catalyst when said mixture is heated. By contrast, advantageously, in process in accordance with the present invention, an inhibitor component I selected from the group consisting of at least one alkali hydroxide, at least one alkali alkoxide, and a mixture of two or more thereof, is added prior to heating, allowing for a distillation of an alcohol while minimizing the formation of light boiling dehydrogenation products, such as butyraldehyde.The present invention in particular relates to a process for inhibition of alcohol dehydrogenation to aldehydes in a mixture comprising at least one alcohol and a chemical component C, the process comprising the steps of- adding an inhibitor component I selected from the group consisting of at least one alkali hydroxide, at least one alkali alkoxide, and a mixture of two or more thereof, to an organic mixture Moc comprising at least one alcohol and a chemical component C, obtaining a mixture Moci; and- separating at least part of the at least one alcohol from the mixture Moci; wherein the chemical component C comprises at least one or more of a catalyst, a precursor of the catalyst, a reduced form of the catalyst, and a reduced form of the precursor of the catalyst, wherein the catalyst comprises a compound of formula (A)whereinM is selected from the group consisting of Ir, Mn, Os, Pd, Pt, Rh, and Ru;L1and L2are, independently of each other, PRaRb, NRaRb, SRa, SH, S(=O)Ra, heteroaryl containing at least one heteroatom selected from nitrogen and sulfur, AsRaRb, SbRaRb, and a N-heterocyclic carbene represented by the structures:L3is selected from the group consisting of CO, PRaRbRc, AsRaRbRc, SbRaRbRc, SRaRb, RdCN, RdNC, N2, PF3, pyridine, and thiophene;R1, R2, R3and R4either are hydrogen, or form together with the pyridyl unit of the catalyst of formula (A) an acridinyl unit, or R1and R2or R3and R4form together with the pyridyl unit of the catalyst of formula (A) a quinolinyl unit;240678W0014 n is O or 1 ;Y is selected from the group consisting of H, F, Cl, Br, I, OC(=O)CF3, OSO2CF3, ON, CO, OH, OR, NRd2, NH3, NRd3, and Rd2NSO2Rd;Ra, Rb, Rc, Rd, R5, R6and R7are, independently of each other, selected from the group consisting of H, unsubstituted or substituted Ci-Cio-alkyl, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; unsubstituted or substituted Ci-Cio-cycloalkyl, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; unsubstituted or substituted Cs-Cio-heterocyclyl comprising at least one heteroatom selected from the group consisting of N, 0, and S, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and C1-C10- alkyl; unsubstituted or substituted Cs-C -aryl, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; and unsubstituted or substituted Cs-Cio-heteroaryl comprising at least one heteroatom selected from the group consisting of N, 0, and S, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2 and Ci-Cio-alkyl; andX is selected from the group consisting of one, two, three, four, five, six, and seven substituents positioned at any carbon atom on the acridinyl unit, or one, two, three, four and five substituents positioned at any carbon atom on the quinolinyl unit, or one substituent positioned at the carbon atom on the pyridyl unit, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and C1-C10— alkyl; the precursor of the catalyst comprising a compound of formula (A) comprises a mixture comprising a compound comprising a metal M and at least one component selected from the group consisting of CO, PRaRbRc, SRaRb, RaCN, RaNC, N2, PF3, organic carbonyl compounds, Ci-C -alkyl, Ci-Ci2-cycloalkyl, C2-C12- alkenyl, Cs-Cis-cycloalkenyl, C5-C2o-aryl, ON, CO, OH, OC(=O)CF3, OSO2CF3, hydrides, pyridines, halogenides, hydroxides, and thiophenes; and a compound of formula (H)M is selected from the group consisting of Ir, Mn, Os, Pd, Pt, Rh, and Ru;L1and L2, are, independently of each other, PRaRb, NRaRb, SRa, SH, S(=O)Ra, heteroaryl containing at least one heteroatom selected from nitrogen and sulfur, AsRaRb, SbRaRb, and a N-heterocyclic carbene represented by the structures:R1, R2, R3and R4either are hydrogen, or form together with the pyridyl unit of the catalyst of formula (A) an240678W0015 acridinyl unit, or R1and R2or R3and R4form together with the pyridyl unit of the catalyst of formula (A) a quinolinyl unit; n Is O or 1 ;Ra, Rb, Rc, Rd, R5, R6and R7are, independently of each other, selected from the group consisting of H, unsubstituted or substituted Ci-Cio-alkyl, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; unsubstituted or substituted Ci-Cio-cycloalkyl, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; unsubstituted or substituted Ca-Cio-heterocycly I comprising at least one heteroatom selected from the group consisting of N, 0, and S, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and C1-C10- alkyl; unsubstituted or substituted Cs-C -aryl, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; and unsubstituted or substituted Cs-Cio-heteroaryl comprising at least one heteroatom selected from the group consisting of N, 0, and S, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2 and Ci-Cio-alkyl;X is selected from the group consisting of one, two, three, four, five, six, and seven substituents positioned at any carbon atom on the acridinyl unit, or one, two, three, four and five substituents positioned at any carbon atom on the quinolinyl unit, or one substituent positioned at the carbon atom on the pyridyl unit, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl.The alcohol conversion process in accordance with the present invention preferably is an industrial process. In these embodiments, the process is thus based on the industrial scale dimensions, as compared to, for example, a setup and equipment for an experiment conducted in a laboratory. Preferably, the nominal capacity of a process to be carried out in accordance with the present invention, based on the desired product alcohol such as butanol in step (ill), is 1 kt (kiloton) or more, more preferably 10 kt or more, more preferably 50 kt or more.Preferably, the mixture comprising at least one alcohol and a chemical component C is a mixture derived from an alcohol conversion process, preferably wherein the mixture comprising at least one alcohol and a chemical component C is a mixture derived from an alcohol conversion process based on a Guerbet reaction.Also preferred is that the at least alcohol is of the formula R-CH2-CH2-OH with R being H or Ci-Cw-alkyl, preferably Ci-Cs-alkyl, more preferably Ci-Ce-alkyl.In a further preferred embodiment, the mixture comprising at least one alcohol and a chemical component C is a mixture derived from an alcohol conversion process based on a Guerbet reaction, comprising(I) providing a chemical component C comprising one or more of a catalyst, a precursor of the catalyst, a reduced form of the catalyst, and a reduced form of the precursor of the catalyst;(II) preparing a liquid mixture ME comprising at least one alcohol R-CH2-CH2-OH with R being H or C1-C4- alkyl, a base, and the chemical component C provided in (I);240678W0016(iii) subjecting the liquid mixture ME prepared in (ii) to alcohol conversion conditions in a reaction space SR, obtaining in said reaction space a reaction mixture MG comprising at least one alcohol R-CH2-CH2- (CHR-CH2)X-OH with x being an integer in the range of from 1 to 4 and further comprising unreacted alcohol R-CH2-CH2-OH;(iv) separating at least part of the at least one alcohol R-CH2-CH2-OH from the reaction mixture MG obtained in (iii), obtaining a mixture MGS depleted in the at least one alcohol R-CH2-CH2-OH and comprising the at least one alcohol R-CH2-CH2-(CHR-CH2)X-OH;(v) preparing a mixture MGW comprising an aqueous phase PA and an organic phase Po, comprising admixing water with the mixture MGS obtained in (iv), said organic phase comprising the at least one alcohol R-CH2-CH2-(CHR-CH2)X-OH;(vi) subjecting the mixture MGW prepared in (v) to phase separation conditions, obtaining an aqueous mixture MA comprising at least part of the base and an organic mixture Moc comprising the at least one alcohol R-CH2-CH2-(CHR-CH2)X-OH;(vii) adding an inhibitor component I selected from the group consisting of at least one alkali hydroxide, at least one alkali alkoxide, and a mixture of two or more thereof, to the organic mixture Moc obtained in (vi), obtaining a mixture Moci;(viii) separating at least part of the at least one alcohol R-CH2-CH2-(CHR-CH2)X-OH from the mixture Moci obtained in (vii); wherein the base is selected from the group consisting of alkali hydroxides, alkaline earth hydroxides, alkali carbonates, alkali hydrogen carbonates, alkaline earth carbonates, alkaline hydrogen carbonates, alkali alkoxides, alkaline earth alkoxides, alkali metal diisopropylamides, alkaline earth metal diisopropylamides, alkali metal bis(trimethylsilyl)amides, alkaline earth metal bis(trimethylsilyl)amides, alkali metal-2, 2,6,6- tetramethylpiperidinides, alkaline earth metal-2,2,6,6-tetramethylpiperidinides, and a mixture of two or more thereof.Preferably, the amount of the inhibitor component I in the organic mixture Moci, more preferably the organic mixture Moci according to (vii), is in a range of from 0.01 to 10 weight-%, more preferably of from 0.03 to 5 weight-%, more preferably of from 0.05 to 1 weight-%, based on the weight of the total mixture Moci. Also preferred is that the inhibitor component I is added to the organic mixture Moc in form of a solid or a solution, more preferably in form of a solution, more preferably in form of an aqueous or alcoholic solution.In another preferred embodiment, separating at least part of the at least one alcohol from the mixture Moci, preferably (viii) of separating at least part of the at least one alcohol R-CH2-CH2-(CHR-CH2)X-OH from the mixture Moci obtained in (vii), further includes obtaining a mixture Mei depleted in the at least one alcohol, more preferably the at least one alcohol R-CH2-CH2-(CHR-CH2)X-OH. More preferred is that the mixture Mei, preferably the mixture Mei according to240678W0017(viii), further comprises at least one ester R-CH2-CH2-(CHR-CH2)x-OR', with R' being Ci-C4-alkyl. In a more preferred embodiment, the at least one ester R-CH2-CH2-(CHR-CH2)x-OR' comprises butylbutyrat.The process further preferably comprises(lx) recycling at least a part of the mixture Mei obtained in (viii) to the liquid mixture ME in (ii) or in (ill).It is also preferred that separating at least part of the at least one alcohol, more preferably the at least one alcohol R- CH2-CH2-(CHR-CH2)X-OH from the organic mixture Moci obtained in (vii) according to (viii) comprises subjecting the mixture Moci to distillation. More preferably, the distillation conditions comprise a temperature in the range of from 70 to 180 °C, more preferably from 80 to 160 °C, more preferably from 90 to 150 °C, more preferably from 100 to 140 °C. It is also preferred that the distillation conditions comprise a pressure in the range of from 1 x 103to 2 x 105Pa, preferably from 2 x 103to 1.7 x 105Pa more preferably from 3 x 103to 1.4 x 105Pa, more preferably from 5 x 103to 1 x 105Pa.In a further preferred embodiment, the aqueous mixture MA obtained in (vi) comprises from 50 to 100 % of the base comprised in the mixture MGW, more preferably from 60 to 100 % of the base comprised in the mixture MGW, more preferably from 70 to 100 % of the base comprised in the mixture MGW, more preferably from 80 to 100 % of the base comprised in the mixture MGW, based on 100 % of the base content in in the mixture MGW.The alcohol conversion conditions in (ill) preferably comprise a temperature of the reaction mixture MG in the range of from 100 to 250 °C and a pressure in the reaction space SG in the range of from 1 x 105to 4 x 106Pa. Also, the alcohol conversion conditions according to (ill) preferably comprise a temperature of the reaction mixture MG in the range of from 100 to 200 °C, more preferably in the range of from 120 to 180 °C, more preferably in the range of from 120 to 170 °C, more preferably in the range of from 140 to 170 °C.The process in accordance with the present invention is preferably a continuous process. Alternatively, the process is preferably a semi-batch process or a batch process.Preferably, the alcohol conversion conditions according to (ill) comprise the presence of at least one inert gas in the reaction space SR, wherein the at least one inert gas is preferably selected from the group consisting of nitrogen, argon, and a mixture thereof. It is also preferred that the alcohol conversion conditions according to (ill) comprise a pressure in the reaction space S in the range of from 1 x 105to 3.5 x 106Pa, more preferably in the range of from 1 x 105to 3.1 x 106Pa, more preferably in the range in the range of from 1 x 105to 2 x 106Pa, more preferably in the range in the range from 1 x 105to 1.5 x 106Pa.In a further preferred embodiment, the alcohol conversion conditions according to (ill) comprise an amount of the base in the reaction mixture MG in the range of from 0.1 to 10 weight-%, more preferably in the range of from 0.5 to 8 weight-%, more preferably in the range of from 1 to 5 weight-%, based on the total weight of the reaction mixture MG.240678W0018It is furthermore preferred that the alcohol conversion conditions according to (iii) comprise an amount of the catalyst in the reaction mixture MG in the range of from 0.001 to 2 weight-%, more preferably in the range of from 0.001 to 1 weight-%, more preferably in the range of from 0.001 to 0.5 weight-%, based on the total weight of the reaction mixture MG.In yet another preferred embodiment, in (iii), said gas phase comprises H2, more preferably wherein the H2 partial pressure of the gas phase in the reaction space SG is maintained in the range of from 2 x 104to 3.1 x 106Pa, more preferably in the range of from 2 x 104to 1.1 x 106Pa, more preferably in the range of from 2 x 104to 6 x 105Pa. More preferred is that the H2 partial pressure of the gas phase is maintained by relaxation of the gas phase or by introducing H2 into the gas phase. The H2 partial pressure of the gas phase is also preferably maintained by relaxation of the gas phase."Maintaining” the H2 partial pressure of the gas phase in the sense of the present invention includes ensuring that the H2 partial pressure is within the desired range during the reaction. In case the H2 partial pressure is within the desired range, no active steps have to be carried out mandatorily, but the pressure may still be adjusted to a different part of the range if desired. However, in order to ensure that the H2 partial pressure is neither too high nor too low, the H2 partial pressure may preferably be adjusted, or must be adjusted in case of ensuring that the H2 partial pressure is maintained within the desired range, for example by relaxation of the gas phase, in which case the H2 partial pressure may be reduced, or, alternatively, by introducing H2 into the gas phase, in which case the H2 partial pressure may be increased. Depending upon the H2 partial pressure during the reaction, one or even both of said alternatives may be carried out if desired to adjust the H2 partial pressure and to maintain the H2 partial pressure within the desired pressure range at all times during the reaction.Preferably, the liquid mixture ME prepared according to (ii) further comprises a solvent component S. More preferably, the solvent component S comprises a solvent which has a boiling point of 110 °C or more, more preferably a boiling point of 140 °C or more, more preferably a boiling point of 160 °C or more, more preferably a boiling point of 180 °C or more, more preferably a boiling point of 190 °C or more. Also more preferred is that the solvent in the solvent component S has a solubility in water at 25 °C of from 0 to 0.7 weight-%, preferably a solubility in water at 25 °C of from 0 to 0.5 weight-%, more preferably a solubility in water at 25 °C of from 0 to 0.1 weight-%, more preferably a solubility in water at 25 °C of from 0 to 0.05 weight-%.A distribution coefficient of the catalyst in a system of the solvent component S and water is preferably from 0 to 0.01 , more preferably from 0 to 0.005, more preferably from 0 to 0.005, based on 1 kg catalyst.Also preferred is that the solvent component S comprises a mixture of at least two solvents with a boiling point of 140 °C or more, more preferably with a boiling point of 160 °C or more, more preferably with a boiling point of 180 °C or more, more preferably with a boiling point of 190 °C or more. The solvent component S preferably comprises a solvent which is selected from the group consisting of biphenyl, diphenyl ether, 1 -tert-butyl-3,5-dimethyl-benzene,240678W0019 ethylbenzene, cyclododecane, cyclononane, cyclooctane, cycloheptane, decaline, n-butylbutyrate, n-hexylhexyrate, n-octyloctyrate, texanole, di-n-butylether, di-iso-butylether, di-sec-butylether, 1 -hexanol, 1 -octanol, 1 -decanol, 1- dodedacanol, 2-ethylbutan-1-ol, 2-ethylhexan-1-ol, 2-ethyloctan-1-ol, 2-ethyldecan-1-ol, 2-ethyldodecan-1-ol, 2- butylhexan-1-ol, 2-butyloctan-1-ol, 2-butyldecan-1-ol, 2-butyldodecan-1-ol, 2-hexyldecanol, 2-octyldodecanol, 2- propy I heptan- 1 -ol, and a mixture of two or more thereof; more preferably the solvent component S comprises at least one solvent selected from the group consisting of 2-ethylbutan-1 -ol, 2-ethylhexan-1 -ol, 2-ethyloctan-1 -ol, 2- ethyldecan-1-ol, 2-ethyldodecan-1-ol, 2-butylhexan-1-ol, 2-butyloctan-1-ol, 2-butyldecan-1-ol, 2-butyldodecan-1-ol, 2- hexadecanol, 2-octyldodecanol, 2-propylheptan-1 -ol, and a mixture of two or more thereof.The solvent component S does preferably not include any one of benzene, toluene, xylene or mesitylene.The alcohol conversion conditions according to (iii) preferably comprise an amount of the solvent component S in the reaction mixture MG in the range of from 5 to 50 weight-%, more preferably in the range of from 5 to 30 weight-%, more preferably in the range of from 5 to 10 weight-%, based on the total weight of the reaction mixture MG.In yet another preferred embodiment, from 90 to 100 weight-%, more preferably from 95 to 100 weight-%, more preferably from 98 to 100 weight-%, more preferably from 99 to 100 weight-% of the liquid mixture ME prepared according to (ii) consist of the at least one alcohol R-CH2-CH2-OH, the base, the solvent component S and the at least one of a catalyst, a precursor thereof, or a reduced form of the catalyst or the precursor.Preferably, the mixture MAC obtained according to (vi) further comprises at least part of the chemical component C, and more preferably further comprises at least part of the solvent component S.Preferably, the process in accordance with the present invention further comprises(ix) recycling at least a part of the solvent component S comprised in the mixture MAC obtained according to (vi) to (ii) or (iii).Also, preferably, the process in accordance with the present invention further comprises(x) recycling at least a part of the solvent component S and at least a part of the chemical component C comprised in the mixture MAC obtained according to (vi) to (ii) or (iii).Preferably, (iv) separating at least a part of the alcohol R-CH2-CH2-OH from MG is carried out by distillation, extraction, flashing, or by employing a membrane. Also preferred is that at least a part of the at least one alcohol R- CH2-CH2-OH separated from MG is recycled to (ii) or (iii).According to yet another preferred embodiment, in formula (A) n is 0 if R1, R2, R3and R4are hydrogen.240678W00110Preferably, the reaction mixture MG in (iii) further comprises water; more preferably wherein the amount of water in reaction mixture MG is 0.2 weight-% or less, more preferably in the range of from 0 to 0.2 weight.-%, more preferably from 0.0001 to 0.2 weight.-%, more preferably from 0.0001 to 0.15 weight.-%, more preferably from 0.0005 to 0.1 weight-%, more preferably from 0.0005 to 0.08 weight.-%, more preferably from 0.0005 to 0.05 weight.-%, based on the total weight.-% of the reaction mixture MG. More preferred is that step (iii) further comprises at least partially removing of water from the reaction mixture reaction mixture MG, more preferably the continuous removal of at least a part of water from the reaction mixture reaction mixture MG.Preferably, the chemical component C comprises a compound of formula (B)whereinM is selected from the group consisting of Ir, Mn, Os, Pd, Pt, Rh, and Ru;L1and L2are, independently of each other, PRaRb, NRaRb, SRa, SH, and S(=O)Ra;L3is selected from the group consisting of CO, PRaRbRc, SRaRb, RaCN, RaNC, N2, PF3, pyridine, and thiophene;R1, R2, R3and R4either are hydrogen, or form together with the pyridyl unit of the catalyst of formula (A) an acridinyl unit; n is 0 or 1, and if R1, R2, R3and R4are hydrogen, n is 0;Ra, Rb, Rcand Rdare, independently of each other, selected from the group consisting of H, unsubstituted or substituted Ci-Cio-alkyl wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; unsubstituted or substituted Ci-Cio-cycloalkyl wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; Ca-Cio-heterocyclyl comprising at least one heteroatom selected from the group consisting of N, O, and S; Cs-C -aryl; and Cs-Cio-heteroaryl comprising at least one heteroatom selected from the group consisting of N, O, and S;Y is selected from the group consisting of H, F, Cl, Br, I, OC(=O)CF3, OSO2CF3, ON, CO, and OH; and wherein for the compound of formula (L), R1, R2, R3and R4’ L1, L2and n are preferably identical to R1, R2, R3and R4, L1, L2and n of the catalyst of formula (B).Also preferred is that the chemical component C comprises a compound of formula (C)240678W00111whereinM is selected from the group consisting of Ir, Ru, and Mn;L1and L2are, independently of each other, PRaRb, NRaRb, SRa, SH, and S(=O)Ra;L3is selected from the group consisting of CO, PRaRbRc, SRaRb, RaCN, RaNC, N2, PF3, pyridine, and thiophene;Ra, Rb, Rcand Rdare, independently of each other, selected from the group consisting of H, unsubstituted or substituted C1-C10 alkyl wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and C1-C10 alkyl; unsubstituted or substituted Ci-Cio-cycloalkyl wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and C1-C10 alkyl; C3-C10 heterocyclyl comprising at least one heteroatom selected from the group consisting of N, 0, and S; C5-C10 aryl; and C5-C10 heteroaryl comprising at least one heteroatom selected from the group consisting of N, 0, and S;Y is selected from the group consisting of H, F, Cl, Br, I, 0C(=0)CF3, OSO2CF3, ON, CO, and OH; and wherein for the compound of formula (L), R1, R2, R3and R4, L1, L2, and n are preferably identical to R1, R2, R3and R4’ L1, L2, and n of the catalyst of formula (0).It is furthermore preferred that the chemical component 0 comprises a compound of formula (D)whereinM is selected from the group consisting of Ir, Ru, and Mn;L1and L2are, independently of each other, PRaRb, NRaRb, SRa, SH, and S(=0)Ra;L3is selected from the group consisting of CO, PRaRbRc, SRaRb, RaCN, RaNC, N2, PF3, pyridine, and thiophene;Ra, Rb, Rcand Rdare, independently of each other, selected from the group consisting of H, unsubstituted or substituted Ci-Cio-alkyl wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; unsubstituted or substituted Ci-Cio-cycloalkyl wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; Cs-Cio-heterocyclyl comprising at least240678W00112 one heteroatom selected from the group consisting of N, 0, and S; C5-C10 aryl; and Cs-Cio-heteroaryl comprising at least one heteroatom selected from the group consisting of N, 0, and S;Y is selected from the group consisting of H, F, Cl, Br, I, 0C(=0)CF3, OSO2CF3, CN, CO, and OH; and wherein for the compound of formula (L), R1, R2, R3and R4, L1, L2and n are preferably identical to R1, R2, R3and R4’ L1, L2and n of the catalyst of formula (D).M is preferably selected from the group consisting of Ir and Ru. More preferably, M is Ru.Preferably, L3is CO.L1and L2are each preferably (PRaRb), wherein Raand Rbare Ci-Cio-alkyl, more preferably wherein Raand Rbare each isopropyl or tert-butyl. Alternatively, L1and L2are each preferably (PRaRb), wherein Raand Rbare C1-C10- cycloalkyl, more preferably wherein Raand Rbare each cyclohexyl. As another alternative embodiment, L1and L2are each preferably (PRaRb), wherein Raand Rbare Cs-Cio-aryl.Preferably, Y is selected from the group consisting of F, Cl, Br and I, more preferably Y is selected from the group consisting of Cl or Br, and more preferably Y is Cl. In an alternative preferred embodiment, Y is CO.In yet another preferred embodiment, the chemical component C comprises a compound of formula (E)wherein Cy is cyclohexyl.Preferably, the reduced form of the catalyst comprises a compound of formula (E’)wherein Cy is cyclohexyl.It is furthermore preferred that the chemical component C comprises a compound of formula (F)240678W00113wherein iPr is isopropyl.Also preferred is that the reduced form of the catalyst comprises a compound of formula (F’)wherein IPr is isopropyl.It is moreover preferred that the chemical component C comprises a compound of formula (G)wherein tBu is tert-butyl.Further preferred is that the reduced form of the catalyst comprises a compound of formula (G’)wherein tBu is tert-butyl.The chemical component C preferably comprises a compound comprising a metal M selected from the group consisting of lrCI3x H20, [lr(COD)CI]2, [lr(COE)2CI]2, [lr(C2H4)2CI]2, [lr(COD)OH]2, [lr(COD)MeO]2, [lrCp*CI2], [IrCp240678W00114CI2], lr4(CO)i2, [lr(PPh3)2(CO)CI], [lr(acetylacetonate)3], and [lr(acetylacetonate)(COD)], wherein Cp is cylclopentadienyl, Cp* is pentamethylcyclopentadienyl, COD is 1 ,5-cyclooctadienyl, COE is cyclooctenyl, and methylallyl is 2-methylallyl. Also preferred is that the chemical component C comprises a compound comprising a metal M selected from the group consisting of [Ru(p-cymene)0l2]2, [Ru(benzene)Cl2]y, [Ru(CO)2Cl2]y, where y is in each case in the range from 1 to 1000, [Ru(CO)3Cl2]2, [Ru(COD)(allyl)2], RuCh x H2O, [Ru(acetylacetonate)3], [Ru(DMSO)4Cl2], [Ru(cyclopentadienyl)(CO)2CI], [Ru(cyclopentadienyl)(CO)2H], [Ru(cyclopentadienyl)(CO)2]2, [Ru(Cp)(CO)2CI], [Ru(Cp*)(CO)2H], [Ru(Cp*)(CO)2]2, [Ru(indenyl)(CO)2CI], [Ru(indenyl)(CO)2H], [Ru(indenyl)(CO)2]2, ruthenocene, [Ru(COD)CI2]2, [Ru(Cp*)(COD)CI], [RU3(CO)I2], [Ru(PPh3)4(H)2], [Ru(PPh3)3(CI)2], [Ru(PPh3)3(CO)(CI)2], [Ru(PPh3)3(CO)(CI)(H)], [Ru(PPh3)3(CO)(H)2], and [Ru(cyclooctadienyl)(methylallyl)2], wherein Cp is cylclopentadienyl, Cp* is pentamethylcyclopentadienyl, COD is 1 ,5-cyclooctadienyl, and methylallyl is 2-methylallyl.Preferably, the reduced form of the precursor comprises a compound of formula (P-l) or (P-ll):wherein R1, R2, R3and R4either are hydrogen, or form together with the N-containing ring a tetrahydroquinoline unit, a decahydroquinoline unit, a tetrahydroacridine unit, or a tetradecahydroacridine unit; and wherein L1and L2are, independently of each other, as defined above;-ll) wherein R1, R2, R3and R4are hydrogen; and wherein L1and L2are, independently of each other, as defined above.Also preferred is that the reduced form of the precursor comprises a compound of formula (P-l):wherein R1, R2, R3and R4either are hydrogen, or form together with the N-containing ring a tetrahydroacridine unit, or a tetradecahydroacridine unit.240678W00115It is moreover preferred that the reduced form of the precursor comprises a compound of formula (P-l I):wherein R1, R2, R3and R4are hydrogen; and wherein L1and L2are, independently of each other, as defined above.Integer x preferably is 1 or 2, more preferably integer x is 1 .R is preferably selected from the group consisting of H, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, and tert-butyl, more preferably from the group consisting of H, methyl, ethyl, propyl, and isopropyl, more preferably from the group consisting of H, ethyl, and propyl, wherein more preferably R is H.The liquid mixture ME prepared according to (II) further comprises a compound of formula (H):wherein R1, R2, R3and R4’ L1, L2, and n are identical to R1, R2, R3and R4’ L1, L2, and n of the catalyst of formula (A). More preferably, in the liquid mixture ME prepared according to (II) and subjected to alcohol version conditions according to (iii), the molar ratio of the compound of formula (H) relative to the compound of formula (A) is in a range of from 0.01 :1 to 10:1 , preferably in the range of from 0.05: 1 to 10: 1 , more preferably in the range of from 0.1 :1 to 10:1 , more preferably in the range of from 0.1 :1 to 10:1 , more preferably in the range of from 0.3:1 to 10: 1, more preferably in the range of from 0.5: 1 to 10:1 , more preferably in the range of from 0.7:1 to 10: 1, more preferably in the range of from 0.8:1 to 10:1 , more preferably in the range of from 1 :1 to 10:1 more preferably in the range of from 1.01 :1 to 10:1 , more preferably in the range of from 1.02: 1 to 8:1 , more preferably in the range from 1.03:1 to 7:1 , more preferably in the range from 1.04: 1 to 6:1 , and more preferably in the range from 1.05: 1 to 5:1.Preferably, the compound of formula (H) is selected from the group consisting of dicyclohexyl-[[5- (dicyclohexylphosphanylmethyl)acridin-4-yl]methyl]phosphane, diisopropyl-[[5-(diisopropylphosphanylmethyl)acridin- 4-yl]methyl]phosphane, dicyclohexyl-[[5-(dicyclohexylphosphanylmethyl)pyridin-4-yl]methyl]phosphane and diisopropyl-[[5-(diisopropylphosphanylmethyl)pyridin-4-yl]methyl]phosphane, preferably wherein the compound of240678W00116 formula (H) is cyclohexyl-[[5-(dicyclohexylphosphanylmethyl)acridin-4-yl]methyl]phosphane or diisopropyl-[[5- (diisopropylphosphanylmethyl)acridin-4-yl]methyl]phosphane.The base is selected from the group consisting of alkali hydroxides, alkali alkoxides, and a mixture thereof. More preferably, the alkali hydroxide is selected from the group consisting of NaOH, KOH, and a mixture thereof, more preferably the alkali hydroxide is KOH. Also preferred is that the alkali alkoxide is selected from the group consisting of sodium alkoxides, potassium alkoxides, and a mixture thereof, more preferably from the group consisting of sodium ethoxide, potassium ethoxide, and a mixture thereof.The at least one alcohol, preferably the at least one alcohol R-CH2-CH2-OH, is preferably a bio-based alcohol, more preferably obtainable or obtained from sugar-containing crops, more preferably from one or more of sugar cane and corn. The employed ethanol is also preferably a bio-based alcohol obtained by alcoholic fermentation.The reaction space SR is preferably comprised in a reactor vessel, wherein the reactor vessel is more preferably a complete-mixing reactor vessel.According to a further aspect, the present invention relates to a process, preferably to the process as described above, which comprises the step of converting a chemical material obtainable by or obtained by the process as described herein to obtain a product Q.Preferably, the product Q is selected from: building block or monomer; or polymer, preferably polymer A, polymer composition, preferably polymer composition A, or polymer product, preferably polymer product A; or cleaning polymer, cleaning surfactant, descaling compound, cleaning biocide or composition or formulation thereof; or agrochemical composition, agrochemical formulation auxiliary or agrochemically active ingredient; or active pharmaceutical ingredient or intermediate thereof, pharmaceutical excipient, animal feed additive, human food additive, dietary supplements, aroma chemical or aroma composition; or aqueous polymer dispersion, preferably polyurethane or polyurethane - poly(meth)acrylate hybrid polymer dispersion, emulsion, binder for paper and fiber coatings, UV-curable acrylic polymer for hot melts and coatings polyisocyanates, hyperbranched polyester polyol, polymeric dispersant for inorganic binder compositions, unsaturated polyester polyol or 100% curable composition; or cosmetic surfactant, emollient, wax, cosmetic polymer, UV filter, further cosmetic ingredient or composition or formulation thereof; or polymer B, polymer composition B, coating composition, other functional composition, foil, molded body, coating or coated substrate.240678W00117Regarding this process from which the product Q, is obtained, it is preferred: that the content of the chemical material in the product Q is 1 weight-% or more, preferably 2 weight-% or more, more preferably 5 weight-% or more, more preferably 15 weight-% or more, more preferably 30 weight-% or more, more preferably 40 weight-% or more, more preferably 60 weight-% or more, more preferably 80 weight-% or more, more preferably 90 weight-% or more, more preferably 95 weight-% or more; and / or that the content of the chemical material in the product Q is 100 weight-% or less, preferably 95 weight-% or less, more preferably 90 weight-% or less, more preferably 50 weight-% or less, more preferably 25 weight-% or less, more preferably 10 weight-% or less; and preferably wherein the content is determined based on identity preservation and / or segregation and / or mass balance and / or book and claim chain of custody models, preferably based on mass balance, preferably the International Sustainability and Carbon Certification (ISCC) standard.The publication Prior Art Disclosure; Issue 684; paragraphs
[1000] to
[8005] ; ISSN: 2198-4786; published: February 12, 2024 will be regarded as Reference RF1, which is incorporated herein by reference in its entirety. Preferably, the product Q is a product as described in Reference RF1; paragraphs
[1000] to
[8005] , Preferably, the process described herein is further a process for the production of a product.The converting step to obtain the product Q preferably comprises one or more step(s) as described below and can be performed by conventional methods well known to a person skilled in the art. The converting step preferably comprises one or more step(s) selected from: recycling, preferably depolymerizing, gasifying, pyrolyzing, and / or steam cracking; and / or purifying, preferably crystallizing, (solvent) extracting, distilling, evaporating, hydrotreating, absorbing, adsorbing and / or subjecting to ion exchanger; and / or assembling, preferably foaming, synthesizing, chemical conversion, chemically transforming, polymerizing and / or compounding; and / or forming, preferably foaming, extruding and / or molding; and / or finishing, preferably coating and / or smoothing.In addition, the one or more step(s) are described in detail in Reference RF1; paragraphs
[1000] to
[8005] ,The term "building block”, as used in the context of the product Q herein, comprises compounds, which are in a gaseous or liquid state under standard conditions of 0 °C and 0.1 MPa. Building blocks are typically used in chemical industry to form secondary products, which provide a higher structural complexity and / or higher molecular weight than the building block on which the secondary product is based. The building block is preferably selected from the group consisting of hydrogen, carbon monoxide, carbon dioxide, ethylene oxide, ethylene glycols, syngas comprising a mixture of hydrogen and carbon monoxide, alkanes, alkenes, alkynes and aromatic compounds. The alkanes, alkenes, alkynes and aromatic compounds comprise in particular 1 to 12 carbon atoms, respectively.The term "monomer”, as used in the context of the product Q herein, comprises molecules, which can react with each other to form polymer chains by polymerization. The monomer is preferably selected from the group consisting of240678W00118(meth)acrylic acid, salts of (meth)acrylic acid; in particular sodium, potassium and zinc salts; (meth)acrolein and (meth)acrylates. (Meth)acrylates comprising 1 to 22 carbon atoms are preferred, in particular comprising 1 to 8 carbon atoms. The terms (meth)acrylic acid, (meth)acrolein or (meth)acrylate relate to acrylic acid, acrolein or acrylate and also to methacrylic acid, methacrolein or methacrylate, where applicable. Further, the monomer can be selected from hexamethylenediamine (HMD) and adipic acid.The building block can further be an intermediate compound. The term "intermediate compound”, as used in the context of the product Q herein, comprises organic reagents, which are applied for formation of compounds with higher molecular complexity. The intermediate compound can be selected for example from the group consisting of phosgene, polyisocyanates and propylene oxide. The polyisocyanates are in particular aromatic di- and polyisocyanates, preferably toluene diisocyanate (TDI) and / or diphenylmethane diisocyanate (MDI).The building block and the monomer and typical converting step(s) to obtain the building block or monomer are described in more detail in paragraphs
[1000] to
[1012] of Reference RF1.The term "polymer A”, as used in the context of the product Q herein, comprises thermoplastic, e.g., polyamide or thermoplastic polyurethane, thermoset, e.g., polyurethane, elastomer, e.g., polybutadiene, or a copolymer or a mixture thereof and is defined in more detail in paragraphs
[2001] to
[2007] of Reference RF1. The term "polymer composition A”, as used in the context of the product Q herein, comprises all compositions comprising a polymer as described above and one or more additive(s), e.g. reinforcement, colorant, modifier and / or flame retardant, and is defined in more detail in paragraph
[2008] of Reference RF1 . The term "polymer product A”, as used in the context of the product Q herein, comprises any product comprising the polymer A and / or polymer composition A as described above and is defined in more detail in paragraphs
[2009] and
[2010] of Reference RF1. The step(s) to obtain the polymer, preferably polymer A, polymer composition, preferably polymer composition A or polymer product, preferably polymer product A is / are described in more detail in paragraph
[2011] of Reference RF1 .The term "industrial use polymer”, as used in the context of the product Q herein, comprises rheology, polycarboxylate, alkoxylated polyalkylenamine, alkoxylated polyalkylenimine, polyether-based, dye inhibition and soil release cleaning polymers defined in more detail in paragraphs
[3035] to
[3044] of Reference RF1 . The term "industrial use surfactant”, as used in the context of the product Q herein, comprises non-ionic, anionic and amphoteric industrial use surfactants defined in more detail in paragraphs
[3008] to
[3034] of Reference RF1. The term "industrial use descaling compound”, as used in the context of the product Q herein, comprises non-phosphate based builders (NPB) and phosphonates (CoP) described in more detail in paragraphs
[3001] to
[3005] of Reference RF1 . The term "industrial use biocide”, as used in the context of the product Q herein, refers to a chemical compound that kills microorganisms or inhibits their growth or reproduction defined in more detail in paragraphs
[3006] to
[3007] of Reference RF1 . The term "industrial use solvent”, as used in the context of the product Q herein, comprises alkyl amides, alkyl lactamides, alkyl esters, lactate esters, alkyl diester, cyclic alkyl diester, cyclic carbonates, aromatic aldehydes and aromatic esters defined in more detail in paragraphs
[3045] to
[3055] of Reference RF1. The term240678W00119"industrial use dispersant”, as used in the context of the product Q herein, comprises anionic and non-ionic industrial use dispersants defined in more detail in paragraphs
[3056] to
[3058] of Reference RF1. The term "composition and / or formulation thereof' with reference to the industrial use polymers, industrial use surfactants, descaling compounds and / or industrial use biocides refers to industrial use compositions and / or institutional use products and / or fabric and home care products and / or personal care products defined in more detail in paragraph
[3059] of Reference RF1. The converting step(s) to obtain the industrial use polymer, industrial use surfactant, descaling compound and / or industrial use biocide are defined in more detail in paragraph
[3060] of Reference RF1. The converting steps to obtain the industrial use composition or formulation of the industrial use polymer, industrial use surfactant, descaling compound and / or industrial use biocide are defined in more detail in paragraph
[3061] of Reference RF1.The term "agrochemical composition”, as used in the context of the product Q herein, typically relates to a composition comprising an agrochemically active ingredient and at least one agrochemical formulation auxiliary. Examples of agrochemical compositions, active ingredients and auxiliaries are described in more detail in Reference RF1, paragraph
[4001] , The agrochemical composition may take the form of any customary formulation. The agrochemical compositions are prepared in a known manner, e.g. described by Mollet and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001; or Knowles, New developments in crop protection product formulation, Agrow Reports DS243, T&F Informa, London, 2005. The converting step(s) to obtain the agrochemically active ingredients and auxiliaries may be conducted in analogy to the production step(s) of their analogues that are based on petrochemicals or other precursors that are not gained by recycling processes. In addition, conversion to compounds mentioned in sections "Polymer” and "Cosmetic surfactant, emollient, wax, cosmetic polymer, UV filter, further cosmetic ingredient or compositions or formulations thereof' may be performed as described in these sections as well as the respective paragraphs in Reference RF1.The term active pharmaceutical ingredients and / or intermediates thereof, as used in the context of the product Q herein, comprises substances that provide pharmacological activity or other direct effect in the diagnosis, cure, mitigation, treatment, or prevention of disease, or to affect the structure or any function of the body. Intermediates thereof are isolated products that are generated during a multi-step route of synthesis of an active pharmaceutical ingredient. The term pharmaceutical excipients, as used in the context of the product Q herein, comprises compounds or compound mixtures used in compositions for various pharmaceutical applications, which are not substantially pharmaceutically active on itself. Active pharmaceutical ingredients and / or intermediates thereof and pharmaceutical excipients are defined in more detail in paragraph
[5001] of Reference RF1. The converting step(s) to obtain the active pharmaceutical ingredients and / or intermediates thereof and pharmaceutical excipients may comprise one or more synthesis steps and can be performed by conventional synthesis and techniques well known to a person skilled in the art.The terms animal feed additives, human food additives, dietary supplements, as used in the context of the product Q herein, comprises Vitamins, Pro-Vitamins and active metabolites thereof including intermediates and precursors,240678W00120 especially Vitamin A, B, E, D, K and esters thereof, like acetate, propionate, palmitate esters or alcohols thereof like retinol or salts thereof and any combinations thereof; Tetraterpenes, especially isoprenoids like carotenoids and xanthophylls including their intermediates and precursors as well as mixtures and derivates thereof, especially beta carotene, Canthaxanthin, Citranaxanthin, Astaxanthin, Zeaxanthin, Lutein, Lycopene, Apo-carotenoids, and any combinations thereof; organic acids, especially formic acid, propionic acid and salts thereof, such as sodium, calcium or ammonium salts, and any combinations thereof, such as but not limited to mixtures of formic acid and sodium formiate, propionic acid and ammonium propionate, formic acid and propionic acid, formic acid and sodium formiate and propionic acid, propionic acid and sodium propionate and formic acid and sodium formiate; glycerides of carboxylic acids and short and medium chain fatty acids, conjugated linoleic acids, such as omega-6 fatty acid (C18:2) methyl ester and 1 ,2-propandiol and beverage stabilizers, such as polyvinylpyrrolidone-polymer or polyvinylimidazole / polyvinylpyrrolidone-polymer. Animal feed additives, human food additives and dietary supplements are defined in more detail in paragraph
[5002] of Reference RF1. The converting step(s) to obtain the animal feed additives, human food additives, dietary supplements may comprise one or more synthesis steps and can be performed by conventional synthesis and techniques well known to a person skilled in the art.The terms aroma chemical and aroma composition as used in the context of the product Q herein, comprise a volatile organic substance with a molecular weight between 70-250 g / mol comprising a functional group with a carbon skeleton of C5-C16 carbon atoms comprising linear, branched, cyclic, for example with a ring size of C5-C18, bicyclic or tricyclic aliphatic chains and but not necessarily one or more unsaturated structural elements like double bonds, triple bonds, aromatics or heteroaromatics and preferably the one or more additional functional groups are selected from alcohol, ether, ester, ketone, aldehyde, acetal, carboxylic acid, nitrile, thiol, amine. In one aspect, the aroma chemical is a terpene-based aroma chemical, for example selected from monoterpenes and monoterpenoids, sesquiterpenes and sesquiterpenoids, diterpenes, triterpenes or tetraterpenes. Aroma chemicals can be combined with further aroma chemicals to give an aroma composition. Aroma chemicals and aroma compositions are defined in more detail in paragraph
[5003] of Reference RF1. The converting step(s) to obtain the aroma chemical and aroma composition may comprise one or more synthesis steps and can be performed by conventional synthesis and techniques well known to a person skilled in the art.The term "aqueous polymer dispersion”, as used in the context of the product Q herein, comprises aqueous composition(s) comprising dispersed polymer(s) and is defined in more detail in the section
[6001] entitled "aqueous polymer dispersion” of Reference RF1 . The dispersed polymer(s) may be selected from acrylic emulsion polymer(s), styrene acrylic emulsion polymer(s), styrene butadiene dispersion(s), aqueous dispersion(s) comprising composite particles, acrylate alkyd hybrid dispersion(s), polyurethane(s) (including UV-curable polyurethanes) and polyurethane - poly(meth)acrylate hybrid polymer(s). The term "emulsion polymer”, as used in the context of the product Q herein, comprises polymer(s) made by free-radical emulsion polymerization. Aqueous polyurethane dispersion(s) are defined in more detail in the section
[6002] entitled "Polyurethane dispersions” of Reference RF1. UV-curable polyurethane(s) is / are defined in more detail in the section
[6017] of Reference RF1. Polyurethane - poly(meth)acrylate hybrid polymer(s) is / are defined in more detail in the section
[6016] of Reference RF1.240678W00121The term "polymeric dispersant”, as used in the context of the product Q herein, comprises preferably polymer(s) comprising polyether side chain, in particular polycarboxylate ether polymer(s) and polycondensation product(s) defined in more detail in paragraph
[6020] entitled "Polymeric dispersant” of Reference RF1.The converting (polymerization) step(s) to obtain the aqueous polymer dispersion(s) comprising emulsion polymer(s) is / are defined in more detail in the section
[6003] entitled "Emulsion polymerization” of Reference RF1.The converting (polymerization) step(s) to obtain the aqueous polyurethane dispersion(s) is / are defined in more detail in the section
[6014] entitled "Process for the preparation of aqueous polyurethane dispersions” and section [6017)] entitled "Aqueous UV-curable polyurethane dispersions, their preparation and use and compositions containing them” of Reference RF1.Composition(s) and uses of aqueous polymer dispersion(s) and of polymeric dispersant(s) are defined in more detail in the following sections of Reference RF1 : section
[6004] entitled "Uses of aqueous polymer dispersions”, section
[6005] entitled "Binders for architectural and construction coatings” section
[6006] entitled "Binders for paper coating” section
[6007] entitled "Binders for fiber bonding” section
[6008] entitled "Adhesive polymers and adhesive compositions” section
[6015] entitled "Aqueous polyurethane dispersions suitable for use in coating compositions” section
[6016] entitled "Aqueous polyurethane - poly(meth)acrylate hybride polymer dispersions suitable for use in coating compositions” section
[6017] entitled "Aqueous UV-curable polyurethane dispersions, their preparation and use and compositions containing them” section
[6018] entitled "Inorganic binder compositions comprising polymeric dispersants and their use”
[6019] 100% curable coating compositionsUV-crosslinkable poly(meth)acrylate(s) and its / their uses are defined in more detail in section
[6009] entitled "UV- crosslinkable poly(meth)acrylates for use in UV-curable solvent-free hotmelt adhesives and their use for making pressure-sensitive self-adhesive articles” of Reference RF1.Polyisocyanate(s), composition(s) comprising them and their uses are defined in more detail in section
[6010] entitled "Polyisocyanates” of Reference RF1.Hyperbranched polyester polyol(s) and its / their uses are defined in more detail in section
[6011] entitled "Organic solvent based hyperbranched polyester polyols suitable for use in coating compositions” of Reference RF1 . The converting step(s) to obtain the hyperbranched polyester polyols is / are defined in more detail in the section
[6012] entitled "Preparation of organic solvent based hyperbranched polyester polyols” of Reference RF1 . Coating240678W00122 composition(s) comprising hyperbranched polyester polyol(s), polyisocyanate(s) and additive(s) and substrate(s) coated therewith are defined in more detail in section
[6013] entitled "Organic solvent based two component coating compositions comprising hyperbranched polyester polyols and polyisocyanates” of Reference RF1.Unsaturated polyester polyol(s), solvent-based coating composition(s) comprising said unsaturated polyester polyol(s) and substrate(s) for coating with said coating composition(s) are defined in more detail in section
[6018] entitled "Organic solvent based coating composition comprising unsaturated polyester polyols” of Reference RF1. 100% curable coating composition(s) is / are defined in more detail in section
[6019] of Reference RF1.Polymeric dispersant(s) for inorganic binder compositions is / are defined in more detail in section
[6020] of Reference RF1. The inorganic binder composition(s) comprising the polymeric dispersants and their use are defined in more detail in section
[6021] of Reference RF1. The converting step(s) to obtain the polymeric dispersant(s) are defined in more detail in section
[6020] of Reference RF1. The term "inorganic binder composition” comprising the polymeric dispersant(s), as used in the context of the product Q herein, comprises preferably in particular hydraulically setting compositions and compositions comprising calcium sulfate and is defined in more detail in section
[6021] of Reference RF1 entitled "Inorganic binder compositions comprising the polymeric dispersant and their use”. Specific building material formulation(s) comprising polymeric dispersant(s) or building product(s) produced by a building material formulation comprising a polymeric dispersant are disclosed in more detail in section
[6021] of Reference RF1.The term "cosmetic surfactant”, as used in the context of the product Q herein, comprises non-ionic, anionic, cationic and amphoteric surfactants and is defined in more detail in paragraph
[7002] of Reference RF1. The term "emollient”, as used in the context of the product Q herein, refers to a chemical compound used for protecting, moisturizing, and / or lubricating the skin and is defined in more detail in paragraph
[7003] of Reference RF1. The term "wax”, as used in the context of the product Q herein, comprises pearlizers and opacifiers and is defined in more detail in paragraph
[7004] of Reference RF1 . The term "cosmetic polymer”, as used in the context of the product Q herein, comprises any polymer that can be used as an ingredient in a cosmetic formulation and is defined in more detail in paragraph
[7005] of Reference RF1 . The term "UV filter”, as used in the context of the product Q herein, refers to a chemical compound that blocks or absorbs ultraviolet light and is defined in more detail in paragraph
[7006] of Reference RF1 . The term "further cosmetic ingredient”, as used in the context of the product Q herein, comprises any ingredient suitable for making a cosmetic formulation. Several sources disclose cosmetically acceptable ingredients. E. g. the database Cosing on the internet pages of the European Commission discloses cosmetic ingredients and the International Cosmetic Ingredient Dictionary and Handbook, edited by the Personal Care Products Council (PCPC), discloses cosmetic ingredients. The term "composition and / or formulation thereof” with reference to the cosmetic surfactant, emollient, wax, cosmetic polymer, UV filter and / or further cosmetic ingredient refers to personal care and / or cosmetic compositions or formulations defined in more detail in paragraph
[7007] of Reference RF1 . The converting step(s) to obtain the cosmetic surfactant, emollient, wax, cosmetic polymer, UV filter or further cosmetic ingredient is / are defined in more detail in paragraph
[7008] of Reference RF1.240678W00123The terms "polymer B”, "polymer composition B”, "coating composition”, "other functional composition”, "foil”, "molded body”, "coating” and "coated substrate” are well known to the person skilled in the art and are defined in more detail from paragraph
[8000] to
[8005] of Reference RF1.The present invention is further illustrated by the following set of embodiments and combinations of embodiments resulting from the dependencies and back-references as indicated. In particular, it is noted that in each instance where a range of embodiments is mentioned, for example in the context of a term such as "The process of any one of embodiments 1 to 4", every embodiment in this range is meant to be explicitly disclosed for the skilled person, i.e. the wording of this term is to be understood by the skilled person as being synonymous to "The process of any one of embodiments 1 , 2, 3 and 4". Further, it is explicitly noted that the following set of embodiments represents a suitably structured part of the general description directed to preferred aspects of the present invention, and, thus, suitably supports, but does not represent the claims of the present invention.1 . A process for inhibition of alcohol dehydrogenation to aldehydes in a mixture comprising at least one alcohol and a chemical component C, the process comprising the steps of- adding an inhibitor component I selected from the group consisting of at least one alkali hydroxide, at least one alkali alkoxide, and a mixture of two or more thereof, to an organic mixture Moc comprising at least one alcohol and a chemical component C, obtaining a mixture Moci; and- separating at least part of the at least one alcohol from the mixture Moci; wherein the chemical component C comprises at least one or more of a catalyst, a precursor of the catalyst, a reduced form of the catalyst, and a reduced form of the precursor of the catalyst, wherein the catalyst comprises a compound of formula (A)whereinM is selected from the group consisting of Ir, Mn, Os, Pd, Pt, Rh, and Ru;L1and L2are, independently of each other, PRaRb, NRaRb, SRa, SH, S(=O)Ra, heteroaryl containing at least one heteroatom selected from nitrogen and sulfur, AsRaRb, SbRaRb, and a N-heterocyclic carbene represented by the structures:240678W00124L3is selected from the group consisting of CO, PRaRbRc, AsRaRbRc, SbRaRbRc, SRaRb, RdCN, RdNC, N2, PF3, pyridine, and thiophene;R1, R2, R3and R4either are hydrogen, or form together with the pyridyl unit of the catalyst of formula (A) an acridinyl unit, or R1and R2or R3and R4form together with the pyridyl unit of the catalyst of formula (A) a quinolinyl unit; n Is O or 1;Y is selected from the group consisting of H, F, Cl, Br, I, OC(=O)CF3, OSO2CF3, ON, CO, OH, OR, NRd2, NH3, NRd3, and Rd2NSO2Rd;Ra, Rb, Rc, Rd, R5, R6and R7are, independently of each other, selected from the group consisting of H, unsubstituted or substituted Ci-Cio-alkyl, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; unsubstituted or substituted Ci-Cio-cycloalkyl, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; unsubstituted or substituted Cs-Cio-heterocycly I comprising at least one heteroatom selected from the group consisting of N, 0, and S, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and C1-C10- alkyl; unsubstituted or substituted Cs-C -aryl, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; and unsubstituted or substituted Cs-Cio-heteroaryl comprising at least one heteroatom selected from the group consisting of N, 0, and S, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2 and Ci-Cio-alkyl; andX is selected from the group consisting of one, two, three, four, five, six, and seven substituents positioned at any carbon atom on the acridinyl unit, or one, two, three, four and five substituents positioned at any carbon atom on the quinolinyl unit, or one substituent positioned at the carbon atom on the pyridyl unit, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and C1-C10— alkyl; the precursor of the catalyst comprising a compound of formula (A) comprises a mixture comprising a compound comprising a metal M and at least one component selected from the group consisting of CO, PRaRbRc, SRaRb, RaCN, RaNC, N2, PF3, organic carbonyl compounds, Ci-Cio-alkyl, Ci-Ci2-cycloalkyl, C2-C12- alkenyl, Cs-Cis-cycloalkenyl, C5-C2o-aryl, ON, CO, OH, 0C(=0)CF3, OSO2CF3, hydrides, pyridines, halogenides, hydroxides, and thiophenes; and a compound of formula (H)M is selected from the group consisting of Ir, Mn, Os, Pd, Pt, Rh, and Ru;L1and L2, are, independently of each other, PRaRb, NRaRb, SRa, SH, S(=O)Ra, heteroaryl containing at least one heteroatom selected from nitrogen and sulfur, AsRaRb, SbRaRb, and a N-heterocyclic carbene represented by the structures:240678W00125R1, R2, R3and R4either are hydrogen, or form together with the pyridyl unit of the catalyst of formula (A) an acridinyl unit, or R1and R2or R3and R4form together with the pyridyl unit of the catalyst of formula (A) a quinolinyl unit; n Is O or 1 ;Ra, Rb, Rc, Rd, R5, R6and R7are, independently of each other, selected from the group consisting of H, unsubstituted or substituted Ci-Cio-alkyl, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; unsubstituted or substituted Ci-Cio-cycloalkyl, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; unsubstituted or substituted Ca-Cio-heterocyclyl comprising at least one heteroatom selected from the group consisting of N, 0, and S, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and C1-C10- alkyl; unsubstituted or substituted Cs-C -aryl, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; and unsubstituted or substituted Cs-Cio-heteroaryl comprising at least one heteroatom selected from the group consisting of N, 0, and S, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2 and Ci-Cio-alkyl;X is selected from the group consisting of one, two, three, four, five, six, and seven substituents positioned at any carbon atom on the acridinyl unit, or one, two, three, four and five substituents positioned at any carbon atom on the quinolinyl unit, or one substituent positioned at the carbon atom on the pyridyl unit, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl.2. The process of embodiment 1 , wherein the mixture comprising at least one alcohol and a chemical component 0 is a mixture derived from an alcohol conversion process, preferably wherein the mixture comprising at least one alcohol and a chemical component 0 is a mixture derived from an alcohol conversion process based on a Guerbet reaction.3. The process of embodiment 1 or 2, wherein the at least alcohol is of the formula R-CH2-CH2-OH with R being H or Ci-Cio-alkyl, preferably Ci-Cs-alkyl, more preferably Ci-Ce-alkyl.4. The process of embodiment 2, wherein the mixture comprising at least one alcohol and a chemical component C is a mixture derived from an alcohol conversion process based on a Guerbet reaction, comprising(I) providing a chemical component C comprising one or more of a catalyst, a precursor of the catalyst, a reduced form of the catalyst, and a reduced form of the precursor of the catalyst;240678W00126(ii) preparing a liquid mixture ME comprising at least one alcohol R-CH2-CH2-OH with R being H or C1-C4- alkyl, a base, and the chemical component C provided in (I);(ill) subjecting the liquid mixture ME prepared in (ii) to alcohol conversion conditions in a reaction space SR, obtaining in said reaction space a reaction mixture MG comprising at least one alcohol R-CH2-CH2- (CHR-CH2)X-OH with x being an integer in the range of from 1 to 4 and further comprising unreacted alcohol R-CH2-CH2-OH;(iv) separating at least part of the at least one alcohol R-CH2-CH2-OH from the reaction mixture MG obtained in (ill), obtaining a mixture MGS depleted in the at least one alcohol R-CH2-CH2-OH and comprising the at least one alcohol R-CH2-CH2-(CHR-CH2)X-OH;(v) preparing a mixture MGW comprising an aqueous phase PA and an organic phase Po, comprising admixing water with the mixture MGS obtained in (iv), said organic phase comprising the at least one alcohol R-CH2-CH2-(CHR-CH2)X-OH;(vi) subjecting the mixture MGW prepared in (v) to phase separation conditions, obtaining an aqueous mixture MA comprising at least part of the base and an organic mixture Moc comprising the at least one alcohol R-CH2-CH2-(CHR-CH2)X-OH;(vii) adding an inhibitor component I selected from the group consisting of at least one alkali hydroxide, at least one alkali alkoxide, and a mixture of two or more thereof, to the organic mixture Moc obtained in (vi), obtaining a mixture Moci;(viii) separating at least part of the at least one alcohol R-CH2-CH2-(CHR-CH2)X-OH from the mixture Moci obtained in (vii); wherein the base is selected from the group consisting of alkali hydroxides, alkaline earth hydroxides, alkali carbonates, alkali hydrogen carbonates, alkaline earth carbonates, alkaline hydrogen carbonates, alkali alkoxides, alkaline earth alkoxides, alkali metal diisopropylamides, alkaline earth metal diisopropylamides, alkali metal bis(trimethylsilyl)amides, alkaline earth metal bis(trimethylsilyl)amides, alkali metal-2, 2,6,6- tetramethylpiperidinides, alkaline earth metal-2,2,6,6-tetramethylpiperidinides, and a mixture of two or more thereof.5. The process of any one of embodiments 1 to 4, wherein the amount of the inhibitor component I in the organic mixture Moci, preferably the organic mixture Moci according to (vii), is in a range of from 0.01 to 10 weight-%, preferably of from 0.03 to 5 weight-%, more preferably of from 0.05 to 1 weight-%, based on the weight of the total mixture Moci.6. The process of any one of embodiments 1 to 5, wherein the inhibitor component I is added to the organic mixture Moc in form of a solid or a solution, preferably in form of a solution, more preferably in form of an aqueous or alcoholic solution.240678W001277. The process of any one of embodiments 1 to 6, wherein separating at least part of the at least one alcohol from the mixture Moci, preferably wherein (viii) of separating at least part of the at least one alcohol R-CH2- CH2-(CHR-CH2)X-OH from the mixture Moci obtained in (vii), further includes obtaining a mixture Mei depleted in the at least one alcohol, preferably the at least one alcohol R-CH2-CH2-(CHR-CH2)X-OH.8. The process of embodiment 7, wherein the mixture Mei, preferably the mixture Mei according to (viii), further comprises at least one ester R-CH2-CH2-(CHR-CH2)x-OR', with R' being Ci-C4-alkyl.9. The process of embodiment 8, wherein the at least one ester R-CH2-CH2-(CHR-CH2)x-OR' comprises butylbutyrat.10. The process of any one of embodiments 7 to 9, further comprising(lx) recycling at least a part of the mixture Mei obtained in (viii) to the liquid mixture ME in (II) or in (ill).11 . The process of any one of embodiments 1 to 10, wherein separating at least part of the at least one alcohol, preferably the at least one alcohol R-CH2-CH2-(CHR-CH2)x-OH, from the organic mixture Moci obtained in (vii) according to (viii) comprises subjecting the mixture Moci to distillation.12. The process of embodiment 11 , wherein the distillation conditions comprise a temperature in the range of from 70 to 180 °C, preferably from 80 to 160 °C, more preferably from 90 to 150 °C, more preferably from 100 to 140 °C.13. The process of embodiment 11 or 12, wherein the distillation conditions comprise a pressure in the range of from 1 x 103to 2 x 105Pa, preferably from 2 x 103to 1.7 x 105Pa more preferably from 3 x 103to 1.4 x 105Pa, more preferably from 5 x 103to 1 x 105Pa.14. The process of any one of embodiments 4 to 13, wherein the aqueous mixture MA obtained in (vi) comprises from 50 to 100 % of the base comprised in the mixture MGW, preferably from 60 to 100 % of the base comprised in the mixture MGW, more preferably from 70 to 100 % of the base comprised in the mixture MGW, more preferably from 80 to 100 % of the base comprised in the mixture MGW, based on 100 % of the base content in in the mixture MGW.15. The process of any one of embodiments 4 to 14, wherein the alcohol conversion conditions in (ill) comprise a temperature of the reaction mixture MG in the range of from 100 to 250 °C and a pressure in the reaction space SG in the range of from 1 x 105to 4 x 106Pa.240678W0012816. The process of any one of embodiments 4 to 15, wherein the alcohol conversion conditions according to (ill) comprise a temperature of the reaction mixture MG in the range of from 100 to 200 °C, preferably in the range of from 120 to 180 °C, more preferably in the range of from 120 to 170 °C, more preferably in the range of from 140 to 170 °C.17. The process of any one of embodiments 4 to 16, wherein the process is a continuous process.18. The process of any one of embodiments 4 to 16, wherein the process is a semi-batch process or a batch process.19. The process of any one of embodiments 4 to 18, wherein the alcohol conversion conditions according to (ill) comprise the presence of at least one inert gas in the reaction space SR, wherein the at least one inert gas is preferably selected from the group consisting of nitrogen, argon, and a mixture thereof.20. The process of any one of embodiments 4 to 19, wherein the alcohol conversion conditions according to (ill) comprise a pressure in the reaction space S in the range of from 1 x 105to 3.5 x 106Pa, preferably in the range of from 1 x 105to 3.1 x 106Pa, more preferably in the range in the range of from 1 x 105to 2 x 106Pa, more preferably in the range in the range from 1 x 105to 1.5 x 106Pa.21 . The process of any one of embodiments 4 to 20, wherein the alcohol conversion conditions according to (ill) comprise an amount of the base in the reaction mixture MG in the range of from 0.1 to 10 weight-%, preferably in the range of from 0.5 to 8 weight-%, more preferably in the range of from 1 to 5 weight-%, based on the total weight of the reaction mixture MG.22. The process of any one of embodiments 4 to 21 , wherein the alcohol conversion conditions according to (ill) comprise an amount of the catalyst in the reaction mixture MG in the range of from 0.001 to 2 weight-%, preferably in the range of from 0.001 to 1 weight-%, more preferably in the range of from 0.001 to 0.5 weight- %, based on the total weight of the reaction mixture MG.23. The process of any one of embodiments 4 to 22, wherein in (ill), said gas phase comprises H2, preferably wherein the H2 partial pressure of the gas phase in the reaction space SG is maintained in the range of from 2 x 104to 3.1 x 106Pa, preferably in the range of from 2 x 104to 1.1 x 106Pa, more preferably in the range of from 2 x 104to 6 x 105Pa.24. The process of embodiment 23, wherein the H2 partial pressure of the gas phase is maintained by relaxation of the gas phase or by introducing H2 into the gas phase.240678W0012925. The process embodiment 23, wherein the H2 partial pressure of the gas phase is maintained by relaxation of the gas phase.26. The process of any one of embodiments 4 to 25, wherein the liquid mixture ME prepared according to (ii) further comprises a solvent component S.27. The process of embodiment 26, wherein the solvent component S comprises a solvent which has a boiling point of 110 °C or more, preferably a boiling point of 140 °C or more, more preferably a boiling point of 160 °C or more, more preferably a boiling point of 180 °C or more, more preferably a boiling point of 190 °C or more.28. The process of embodiment 26 or 27, wherein the solvent in the solvent component S has a solubility in water at 25 °C of from 0 to 0.7 weight-%, preferably a solubility in water at 25 °C of from 0 to 0.5 weight-%, more preferably a solubility in water at 25 °C of from 0 to 0.1 weight-%, more preferably a solubility in water at 25 °C of from 0 to 0.05 weight-%.29. The process of any one of embodiments 26 to 28, wherein a distribution coefficient of the catalyst in a system of the solvent component S and water is from 0 to 0.01, preferably from 0 to 0.005, more preferably from 0 to 0.005, based on 1 kg catalyst.30. The process of any one of embodiments 26 to 29, wherein the solvent component S comprises a mixture of at least two solvents with a boiling point of 140 °C or more, preferably with a boiling point of 160 °C or more, more preferably with a boiling point of 180 °C or more, more preferably with a boiling point of 190 °C or more.31 . The process of embodiments 26 to 30, wherein the solvent component S comprises a solvent which is selected from the group consisting of biphenyl, diphenyl ether, 1-tert-butyl-3,5-dimethyl-benzene, ethylbenzene, cyclododecane, cyclononane, cyclooctane, cycloheptane, decaline, n-butylbutyrate, n- hexylhexyrate, n-octyloctyrate, texanole, di-n-butylether, di-iso-butylether, di-sec-butylether, 1 -hexanol, 1- octanol, 1-decanol, 1-dodedacanol, 2-ethylbutan-1-ol, 2-ethylhexan-1-ol, 2-ethyloctan-1-ol, 2-ethyldecan-1-ol, 2-ethyldodecan-1-ol, 2-butylhexan-1-ol, 2-butyloctan-1-ol, 2-butyldecan-1-ol, 2-butyldodecan-1-ol, 2- hexyldecanol, 2-octyldodecanol, 2-propylheptan-1-ol, and a mixture of two or more thereof; preferably wherein the solvent component S comprises at least one solvent selected from the group consisting of 2-ethylbutan-1 - ol, 2-ethylhexan-1-ol, 2-ethyloctan-1-ol, 2-ethyldecan-1-ol, 2-ethyldodecan-1-ol, 2-butylhexan-1-ol, 2- butyloctan-1-ol, 2-butyldecan-1-ol, 2-butyldodecan-1-ol, 2-hexadecanol, 2-octyldodecanol, 2-propylheptan-1 - ol, and a mixture of two or more thereof.32. The process of any one of embodiments 26 to 31 , wherein the solvent component S does not include any one of benzene, toluene, xylene or mesitylene.240678W0013033. The process of any one of embodiments 26 to 32, wherein the alcohol conversion conditions according to (ill) comprise an amount of the solvent component S in the reaction mixture MG in the range of from 5 to 50 weight-%, preferably in the range of from 5 to 30 weight-%, more preferably in the range of from 5 to 10 weight-%, based on the total weight of the reaction mixture MG.34. The process of any one of embodiments 26 to 33, wherein from 90 to 100 weight-%, preferably from 95 to 100 weight-%, more preferably from 98 to 100 weight-%, more preferably from 99 to 100 weight-% of the liquid mixture ME prepared according to (ii) consist of the at least one alcohol R-CH2-CH2-OH, the base, the solvent component S and the at least one of a catalyst, a precursor thereof, or a reduced form of the catalyst or the precursor.35. The process of any one of embodiments 26 to 34, wherein the mixture MAC obtained according to (vi) further comprises at least part of the chemical component C, and preferably further comprises at least part of the solvent component S.36. The process of embodiment 35, further comprising(lx) recycling at least a part of the solvent component S comprised in the mixture MAC obtained according to (vi) to (II) or (ill).37. The process of embodiment 31 or 36, further comprising(x) recycling at least a part of the solvent component S and at least a part of the chemical component C comprised in the mixture MAC obtained according to (vi) to (II) or (ill).38. The process of any one of embodiments 4 to 37, wherein (iv) separating at least a part of the alcohol R-CH2- CH2-OH from MG is carried out by distillation, extraction, flashing, or by employing a membrane.39. The process of any one of embodiments 4 to 38, wherein at least a part of the at least one alcohol R-CH2- CH2-OH separated from MG is recycled to (II) or (ill).40. The process of any one of embodiments 1 to 39, wherein in formula (A) n is 0 if R1, R2, R3and R4are hydrogen.41 . The process of any one of embodiments 4 to 40, wherein the reaction mixture MG in (ill) further comprises water; preferably wherein the amount of water in reaction mixture MG is 0.2 weight-% or less, more preferably in the range of from 0 to 0.2 weight-%, more preferably from 0.0001 to 0.2 weight-%, more preferably from 0.0001 to 0.15 weight-%, more preferably from 0.0005 to 0.1 weight-%, more preferably from 0.0005 to 0.08240678W00131 weight -%, more preferably from 0.0005 to 0.05 weight-%, based on the total weight-% of the reaction mixtureMG.42. The process of embodiment 41 , wherein step (ill) further comprises at least partially removing of water from the reaction mixture reaction mixture MG, preferably the continuous removal of at least a part of water from the reaction mixture reaction mixture MG.43. The process of any one of embodiments 1 to 42, wherein the chemical component C comprises a compound of formula (B)whereinM is selected from the group consisting of Ir, Mn, Os, Pd, Pt, Rh, and Ru;L1and L2are, independently of each other, PRaRb, NRaRb, SRa, SH, and S(=O)Ra;L3is selected from the group consisting of CO, PRaRbRc, SRaRb, RaCN, RaNC, N2, PF3, pyridine, and thiophene;R1, R2, R3and R4either are hydrogen, or form together with the pyridyl unit of the catalyst of formula (A) an acridinyl unit; n is 0 or 1 , and if R1, R2, R3and R4are hydrogen, n is 0;Ra, Rb, Rcand Rdare, independently of each other, selected from the group consisting of H, unsubstituted or substituted Ci-Cio-alkyl wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; unsubstituted or substituted Ci-Cio-cycloalkyl wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; Ca-Cio-heterocyclyl comprising at least one heteroatom selected from the group consisting of N, O, and S; Cs-C -aryl; and Cs-Cio-heteroaryl comprising at least one heteroatom selected from the group consisting of N, O, and S;Y is selected from the group consisting of H, F, Cl, Br, I, OC(=O)CF3, OSO2CF3, ON, CO, and OH; and wherein for the compound of formula (L), R1, R2, R3and R4’ L1, L2and n are preferably identical to R1, R2, R3and R4, L1, L2and n of the catalyst of formula (B).44. The process of any one of embodiments 1 to 42, wherein the chemical component C comprises a compound of formula (C)240678W00132whereinM is selected from the group consisting of Ir, Ru, and Mn;L1and L2are, independently of each other, PRaRb, NRaRb, SRa, SH, and S(=O)Ra;L3is selected from the group consisting of CO, PRaRbRc, SRaRb, RaCN, RaNC, N2, PF3, pyridine, and thiophene;Ra, Rb, Rcand Rdare, independently of each other, selected from the group consisting of H, unsubstituted or substituted C1-C10 alkyl wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and C1-C10 alkyl; unsubstituted or substituted Ci-Cio-cycloalkyl wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and C1-C10 alkyl; C3-C10 heterocyclyl comprising at least one heteroatom selected from the group consisting of N, 0, and S; C5-C10 aryl; and C5-C10 heteroaryl comprising at least one heteroatom selected from the group consisting of N, 0, and S;Y is selected from the group consisting of H, F, Cl, Br, I, 0C(=0)CF3, OSO2CF3, ON, CO, and OH; and wherein for the compound of formula (L), R1, R2, R3and R4, L1, L2, and n are preferably identical to R1, R2, R3and R4’ L1, L2, and n of the catalyst of formula (0).45. The process of any one of embodiments 1 to 42, wherein the chemical component 0 comprises a compound of formula (D)whereinM is selected from the group consisting of Ir, Ru, and Mn;L1and L2are, independently of each other, PRaRb, NRaRb, SRa, SH, and S(=0)Ra;L3is selected from the group consisting of CO, PRaRbRc, SRaRb, RaCN, RaNC, N2, PF3, pyridine, and thiophene;Ra, Rb, Rcand Rdare, independently of each other, selected from the group consisting of H, unsubstituted or substituted Ci-Cio-alkyl wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; unsubstituted or substituted Ci-Cio-cycloalkyl wherein the substituents are selected240678W00133 from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; Ca-Cio-heterocyclyl comprising at least one heteroatom selected from the group consisting of N, 0, and S; C5-C10 aryl; and Cs-Cio-heteroaryl comprising at least one heteroatom selected from the group consisting of N, 0, and S;Y is selected from the group consisting of H, F, Cl, Br, I, 0C(=0)CF3, OSO2CF3, ON, CO, and OH; and wherein for the compound of formula (L), R1, R2, R3and R4, L1, L2and n are preferably identical to R1, R2, R3and R4’ L1, L2and n of the catalyst of formula (D).46. The process of any one of embodiments 1 to 45, wherein M is selected from the group consisting of Ir and Ru, preferably wherein M is Ru.47. The process of any one of embodiments 1 to 46, wherein L3is CO.48. The process of any one of embodiments 1 to 46, wherein L1and L2are each (PRaRb), and wherein Raand Rbare Ci-Cio-alkyl, preferably wherein Raand Rbare each isopropyl or tert-butyl.49. The process of any one of embodiments 1 to 46, wherein L1and L2are each (PRaRb), and wherein Raand Rbare Ci-Cio-cycloalkyl, preferably wherein Raand Rbare each cyclohexyl.50. The process of any one of embodiments 1 to 46, wherein L1and L2are each (PRaRb), and wherein Raand Rbare Cs-C -aryl.51 . The process of any one of embodiments 1 to 50, wherein Y is selected from the group consisting of F, Cl, Br and I, preferably wherein Y is selected from the group consisting of Cl or Br, more preferably wherein Y is Cl.52. The process of any one of embodiments 1 to 50, wherein Y is CO.53. The process of any one of embodiments 1 to 42, wherein the chemical component C comprises a compound of formula (E)wherein Cy is cyclohexyl.54. The process of any one of embodiments 1 to 42, wherein the reduced form of the catalyst comprises a compound of formula (E’)240678W001wherein Cy is cyclohexyl.55. The process of any one of embodiments 1 to 42, wherein the chemical component C comprises a compound of formula (F)wherein IPr is isopropyl.56. The process of any one of embodiments 1 to 42, wherein the reduced form of the catalyst comprises a compound of formula (F’)wherein IPr is isopropyl.57. The process of any one of embodiments 1 to 42, wherein the chemical component C comprises a compound of formula (G)240678W00135 wherein tBu is tert-butyl.58. The process of any one of embodiments 1 to 57, wherein the reduced form of the catalyst comprises a compound of formula (G’)wherein tBu is tert-butyl.59. The process of any one of embodiments 1 to 42, wherein the chemical component C comprises a compound comprising a metal M selected from the group consisting of IrCh x H2O, [lr(COD)CI]2, [lr(COE)2CI]2, [lr(C2H4)2CI]2, [lr(COD)OH]2, [lr(COD)MeO]2, [lrCp*CI2], [IrCp Cl2], lr4(CO)i2, [lr(PPh3)2(CO)CI], [lr(acetylacetonate)3], and [lr(acetylacetonate)(COD)], wherein Cp is cylclopentadienyl, Cp* is pentamethylcyclopentadienyl, COD is 1 ,5-cyclooctadienyl, COE is cyclooctenyl, and methylallyl is 2- methylallyl.60. The process of any one of embodiments 1 to 42, wherein the chemical component C comprises a compound comprising a metal M selected from the group consisting of [Ru(p-cymene)Cl2]2, [Ru(benzene)Cl2]y, [Ru(CO)2Cl2]y, where y is in each case in the range from 1 to 1000, [Ru(CO)3Cl2]2, [Ru(COD)(allyl)2], RuCh x H2O, [Ru(acetylacetonate)3], [Ru(DMSO)4Cl2], [Ru(cyclopentadienyl)(CO)2CI], [Ru(cyclopentadienyl)(CO)2H], [Ru(cyclopentadienyl)(CO)2]2, [Ru(Cp)(CO)2CI], [Ru(Cp*)(CO)2H], [Ru(Cp*)(CO)2]2, [Ru(indenyl)(CO)2CI], [Ru(indenyl)(CO)2H], [Ru(indenyl)(CO)2]2, ruthenocene, [Ru(COD)CI2]2, [Ru(Cp*)(COD)CI], [RU3(CO)I2], [Ru(PPh3)4(H)2], [Ru(PPh3)3(CI)2], [Ru(PPh3)3(CO)(CI)2], [Ru(RRh3)3(CO)(CI)(H)], [Ru(PPh3)3(CO)(H)2], and [Ru(cyclooctadienyl)(methylallyl)2], wherein Cp is cylclopentadienyl, Cp* is pentamethylcyclopentadienyl, COD is 1 ,5-cyclooctadienyl, and methylallyl is 2-methylallyl.61 . The process of any one of embodiments 1 to 60, wherein the reduced form of the precursor comprises a compound of formula (P-l) or (P-ll):240678W00136 wherein R1, R2, R3and R4either are hydrogen, or form together with the N-containing ring a tetrahydroquinoline unit, a decahydroquinoline unit, a tetrahydroacridine unit, or a tetradecahydroacridine unit; and wherein L1and L2are, independently of each other, as defined above;wherein R1, R2, R3and R4are hydrogen; and wherein L1and L2are, independently of each other, as defined above.62. The process of any one of embodiments 1 to 60, wherein the reduced form of the precursor comprises a compound of formula (P-l):wherein R1, R2, R3and R4either are hydrogen, or form together with the N-containing ring a tetrahydroacridine unit, or a tetradecahydroacridine unit.63. The process of any one of embodiments 1 to 60, wherein the reduced form of the precursor comprises a compound of formula (P-ll):wherein R1, R2, R3and R4are hydrogen; and wherein L1and L2are, independently of each other, as defined above.64. The process of any one of embodiments 4 to 63, wherein integer x is 1 or 2, preferably wherein integer x is 1 .240678W0013765. The process of any one of embodiments 4 to 57, wherein R is selected from the group consisting of H, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, and tert-butyl, preferably from the group consisting of H, methyl, ethyl, propyl, and isopropyl, more preferably from the group consisting of H, ethyl, and propyl, wherein more preferably R is H.66. The process of any one of embodiments 1 to 65, wherein the liquid mixture ME prepared according to (II) further comprises a compound of formula (H):wherein R1, R2, R3and R4’ L1, L2, and n are identical to R1, R2, R3and R4’ L1, L2, and n of the catalyst of formula (A).67. The process of embodiment 66, wherein in the liquid mixture ME prepared according to (II) and subjected to alcohol version conditions according to (ill), the molar ratio of the compound of formula (H) relative to the compound of formula (A) is in a range of from 0.01 :1 to 10:1, preferably in the range of from 0.05:1 to 10:1, more preferably in the range of from 0.1 :1 to 10:1, more preferably in the range of from 0.1 :1 to 10:1, more preferably in the range of from 0.3:1 to 10:1, more preferably in the range of from 0.5:1 to 10:1, more preferably in the range of from 0.7:1 to 10:1, more preferably in the range of from 0.8:1 to 10:1, more preferably in the range of from 1 :1 to 10:1 more preferably in the range of from 1.01 :1 to 10:1, more preferably in the range of from 1.02:1 to 8:1, more preferably in the range from 1.03:1 to 7:1, more preferably in the range from 1 .04: 1 to 6: 1 , and more preferably in the range from 1 .05: 1 to 5: 1 .68. The process of embodiment 66 or 67, wherein the compound of formula (H) is selected from the group consisting of dicyclohexyl-[[5-(dicyclohexylphosphanylmethyl)acridin-4-yl]methyl]phosphane, diisopropyl-[[5- (diisopropylphosphanylmethyl)acridin-4-yl]methyl]phosphane, dicyclohexyl-[[5- (dicyclohexylphosphanylmethyl)pyridin-4-yl]methyl]phosphane and diisopropyl-[[5- (diisopropylphosphanylmethyl)pyridin-4-yl]methyl]phosphane, preferably wherein the compound of formula (H) is cyclohexyl-[[5-(dicyclohexylphosphanylmethyl)acridin-4-yl]methyl]phosphane or diisopropyl-[[5- (diisopropylphosphanylmethyl)acridin-4-yl]methyl]phosphane.69. The process of any one of embodiments 4 to 68, wherein the base is selected from the group consisting of alkali hydroxides, alkali alkoxides, and a mixture thereof.70. The process of embodiment 69, wherein the alkali hydroxide is selected from the group consisting of NaOH, KOH, and a mixture thereof, preferably wherein the alkali hydroxide is KOH.240678W0013871. The process of embodiment 69, wherein the alkali alkoxide is selected from the group consisting of sodium alkoxides, potassium alkoxides, and a mixture thereof, preferably from the group consisting of sodium ethoxide, potassium ethoxide, and a mixture thereof.72. The process of any one of embodiments 4 to 71 , wherein the at least one alcohol, preferably the at least one alcohol R-CH2-CH2-OH, is a bio-based alcohol, preferably obtainable or obtained from sugar-containing crops, more preferably from one or more of sugar cane and corn.73. The process of any one of embodiments 4 to 72, wherein the reaction space SR is comprised in a reactor vessel, wherein the reactor vessel is preferably a complete-mixing reactor vessel.74. A process, preferably according to any one of embodiments 1 to 73, comprising the step of converting a chemical material obtainable by or obtained by the process according to any one of embodiments 1 to 73 to obtain a product Q.75. The process of embodiment 74, wherein the product Q is selected from: building block or monomer; or polymer, preferably polymer A, polymer composition, preferably polymer composition A, or polymer product, preferably polymer product A; or cleaning polymer, cleaning surfactant, descaling compound, cleaning biocide or composition or formulation thereof; or agrochemical composition, agrochemical formulation auxiliary or agrochemically active ingredient; or active pharmaceutical ingredient or intermediate thereof, pharmaceutical excipient, animal feed additive, human food additive, dietary supplements, aroma chemical or aroma composition; or aqueous polymer dispersion, preferably polyurethane or polyurethane - poly(meth)acrylate hybrid polymer dispersion, emulsion, binder for paper and fiber coatings, UV-curable acrylic polymer for hot melts and coatings polyisocyanates, hyperbranched polyester polyol, polymeric dispersant for inorganic binder compositions, unsaturated polyester polyol or 100% curable composition; or cosmetic surfactant, emollient, wax, cosmetic polymer, UV filter, further cosmetic ingredient or composition or formulation thereof; or polymer B, polymer composition B, coating composition, other functional composition, foil, molded body, coating or coated substrate.76. The process of embodiment 75, wherein the content of the chemical material in the product Q is 1 weight-% or more, preferably 2 weight-% or more, more preferably 5 weight-% or more, more preferably 15 weight-% or more, more preferably 30 weight-240678W00139% or more, more preferably 40 weight-% or more, more preferably 60 weight-% or more, more preferably 80 weight-% or more, more preferably 90 weight-% or more, more preferably 95 weight-% or more; and / or wherein the content of the chemical material in the product Q is 100 weight-% or less, preferably 95 weight-% or less, more preferably 90 weight-% or less, more preferably 50 weight-% or less, more preferably 25 weight- % or less, more preferably 10 weight-% or less; and preferably wherein the content is determined based on identity preservation and / or segregation and / or mass balance and / or book and claim chain of custody models, preferably based on mass balance, preferably the International Sustainability and Carbon Certification (ISCC) standard.The present invention is further illustrated by the following examples, which are set forth to illustrate certain aspects of the present invention and are not to be construed as limiting thereof.ExamplesThe determination of the distribution coefficient of the solvent in water comprises the following steps:1. combining the two components, e.g. feed and solvent, in a predefined solvent ratio;2. turbulent mixing of the combined components over a longer period of time (> 10 min) at a defined extraction temperature;3. allowing for phase separation;4. taking samples of each phase at the extraction temperature;5. centrifuging the samples and withdrawing clear samples at the extraction temperature;6. analyzing the samples; and7. comparing the results of extract- and raffinate - calculation of the partition equilibrium / partition coefficient at the selected temperature.Example 1Guerbet-reaction and work-up to obtain the solution containing the homogeneous Guerbet catalyst, high boiling alcohols and a high boiling solvent:In a glovebox, an autoclave was filled with 70 g ethanol, 5.2 g KOH (50 weight-% solution in water), 8 g diphyl (a mixture of diphenyl and diphenyl ether in a molar ratio of 1 :3), 1 .4 g 4, 5-bis[(d i i sopropy I phosphany l)methyl] acri d i ne and 0.46 g RU(ACAC)3. The closed autoclave was heated to 150°C for 3h under inherent pressure. After depressurization and cooling down the mixture, undissolved material was filtered off. From the liquid phase, volatile materials, mainly water, ethanol and 1 -butanol, were distilled of in vacuum (0.1 bar). The remaining organic phase was washed with 20 mL degassed water to remove carboxylate salts and at least a part of the remaining base to obtain 17 g of a liquid organic phase consisting mainly of the homogenous Guerbet-catalyst, the diphyl solvent, higher boiling alcohols, and240678W00140 remaining 1 -butanol. The ruthenium content of this phase was determined by ICP-MS and was 640 wt. parts per million. This reaction was run twice to obtain 34 g of this liquid phase.For the inhibition experiments, 100 g 1-butanol were added to 8.55 g of above obtained phase and heated in a 250 mL flask equipped with a reflux condense under a stream of argon at ambient pressure to 119°C in the flask to achieve reflux of 1-butanol. The mixture was heated for 19 h and the mixture analyzed by gas chromatography at the beginning and after 19 h reaction time.Table 1As shown in T able 1 , the addition of KOH as the inhibitor component I significantly reduces the amount of butyraldehyde formed during distillation. Without any inhibitor component I, about 10 times more butyraldehyde is formed after 19 h. Addition of carboxylic acids, such as acetic acid or formic acid, do not suppress the butyraldehyde formation.Cited literature:M. Guerbet, C. R. Hebd. Seances Acad. Sc / . 1899, 128, p. 511-513- WO 2013 / 004577 A1Inorganic Chemistry, 2020, 59, 5099-5115,- ACS Catalysis, 2018, 8, 4719-4734- US 9,266,807 B1
Claims
1. 240678W00141Claims1 . A process for inhibition of alcohol dehydrogenation to aldehydes in a mixture comprising at least one alcohol and a chemical component C, the process comprising the steps of- adding an inhibitor component I selected from the group consisting of at least one alkali hydroxide, at least one alkali alkoxide, and a mixture of two or more thereof, to an organic mixture Moc comprising at least one alcohol and a chemical component C, obtaining a mixture Moci; and- separating at least part of the at least one alcohol from the mixture Moci; wherein the chemical component C comprises at least one or more of a catalyst, a precursor of the catalyst, a reduced form of the catalyst, and a reduced form of the precursor of the catalyst, wherein the catalyst comprises a compound of formula (A)whereinM is selected from the group consisting of Ir, Mn, Os, Pd, Pt, Rh, and Ru;L1and L2are, independently of each other, PRaRb, NRaRb, SRa, SH, S(=O)Ra, heteroaryl containing at least one heteroatom selected from nitrogen and sulfur, AsRaRb, SbRaRb, and a N-heterocyclic carbene represented by the structures:L3is selected from the group consisting of CO, PRaRbRc, AsRaRbRc, SbRaRbRc, SRaRb, RdCN, RdNC, N2, PF3, pyridine, and thiophene;R1, R2, R3and R4either are hydrogen, or form together with the pyridyl unit of the catalyst of formula (A) an acridinyl unit, or R1and R2or R3and R4form together with the pyridyl unit of the catalyst of formula (A) a quinolinyl unit; n Is O or 1 ;Y is selected from the group consisting of H, F, Cl, Br, I, OC(=O)CF3, OSO2CF3, ON, CO, OH, OR, NRd2, NH3, NRd3, and Rd2NSO2Rd;Ra, Rb, Rc, Rd, R5, R6and R7are, independently of each other, selected from the group consisting of H, unsubstituted or substituted Ci-Cio-alkyl, wherein the substituents are selected from the group consisting of F,240678W00142Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; unsubstituted or substituted Ci-Cio-cycloalkyl, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; unsubstituted or substituted Ca-Cio-heterocycly I comprising at least one heteroatom selected from the group consisting of N, 0, and S, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and C1-C10- alkyl; unsubstituted or substituted Cs-C -aryl, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; and unsubstituted or substituted Cs-Cio-heteroaryl comprising at least one heteroatom selected from the group consisting of N, 0, and S, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2 and Ci-Cio-alkyl; andX is selected from the group consisting of one, two, three, four, five, six, and seven substituents positioned at any carbon atom on the acridinyl unit, or one, two, three, four and five substituents positioned at any carbon atom on the quinolinyl unit, or one substituent positioned at the carbon atom on the pyridyl unit, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and C1-C10— alkyl; the precursor of the catalyst comprising a compound of formula (A) comprises a mixture comprising a compound comprising a metal M and at least one component selected from the group consisting of CO, PRaRbRc, SRaRb, RaCN, RaNC, N2, PF3, organic carbonyl compounds, Ci-Cio-alkyl, Ci-Ci2-cycloalkyl, C2-C12- alkenyl, Cs-Cis-cycloalkenyl, C5-C2o-aryl, ON, CO, OH, 0C(=0)CF3, OSO2CF3, hydrides, pyridines, halogenides, hydroxides, and thiophenes; and a compound of formula (H)M is selected from the group consisting of Ir, Mn, Os, Pd, Pt, Rh, and Ru;L1and L2, are, independently of each other, PRaRb, NRaRb, SRa, SH, S(=O)Ra, heteroaryl containing at least one heteroatom selected from nitrogen and sulfur, AsRaRb, SbRaRb, and a N-heterocyclic carbene represented by the structures:R1, R2, R3and R4either are hydrogen, or form together with the pyridyl unit of the catalyst of formula (A) an acridinyl unit, or R1and R2or R3and R4form together with the pyridyl unit of the catalyst of formula (A) a quinolinyl unit; n is O or 1 ;240678W00143Ra, Rb, Rc, Rd, R5, R6and R7are, independently of each other, selected from the group consisting of H, unsubstituted or substituted Ci-Cio-alkyl, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-C -alkyl; unsubstituted or substituted Ci-Cio-cycloalkyl, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; unsubstituted or substituted Ca-Cio-heterocycly I comprising at least one heteroatom selected from the group consisting of N, 0, and S, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and C1-C10- alkyl; unsubstituted or substituted Cs-C -aryl, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl; and unsubstituted or substituted Cs-C -heteroaryl comprising at least one heteroatom selected from the group consisting of N, 0, and S, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2 and Ci-Cio-alkyl;X is selected from the group consisting of one, two, three, four, five, six, and seven substituents positioned at any carbon atom on the acridinyl unit, or one, two, three, four and five substituents positioned at any carbon atom on the quinolinyl unit, or one substituent positioned at the carbon atom on the pyridyl unit, wherein the substituents are selected from the group consisting of F, Cl, Br, OH, ON, NH2, and Ci-Cio-alkyl.
2. The process of claim 1 , wherein the mixture comprising at least one alcohol and a chemical component 0 is a mixture derived from an alcohol conversion process, preferably wherein the mixture comprising at least one alcohol and a chemical component 0 is a mixture derived from an alcohol conversion process based on a Guerbet reaction.
3. The process of claim 1 or 2, wherein the at least alcohol is of the formula R-CH2-CH2-OH with R being H or Ci-Cio-alkyl, preferably Ci-Cs-alkyl, more preferably Ci-Ce-alkyl.
4. The process of claim 2, wherein the mixture comprising at least one alcohol and a chemical component C is a mixture derived from an alcohol conversion process based on a Guerbet reaction, comprising(i) providing a chemical component C comprising one or more of a catalyst, a precursor of the catalyst, a reduced form of the catalyst, and a reduced form of the precursor of the catalyst;(ii) preparing a liquid mixture ME comprising at least one alcohol R-CH2-CH2-OH with R being H or C1-C4- alkyl, a base, and the chemical component C provided in (i);(iii) subjecting the liquid mixture ME prepared in (ii) to alcohol conversion conditions in a reaction space SR, obtaining in said reaction space a reaction mixture MG comprising at least one alcohol R-CH2-CH2- (CHR-CH2)X-0H with x being an integer in the range of from 1 to 4 and further comprising unreacted alcohol R-CH2-CH2-OH;(iv) separating at least part of the at least one alcohol R-CH2-CH2-OH from the reaction mixture MG obtained in (iii), obtaining a mixture MGS depleted in the at least one alcohol R-CH2-CH2-OH and comprising the at least one alcohol R-CH2-CH2-(CHR-CH2)x-OH;240678W00144(v) preparing a mixture MGW comprising an aqueous phase PA and an organic phase Po, comprising admixing water with the mixture MGS obtained in (iv), said organic phase comprising the at least one alcohol R-CH2-CH2-(CHR-CH2)X-OH;(vi) subjecting the mixture MGW prepared in (v) to phase separation conditions, obtaining an aqueous mixture MA comprising at least part of the base and an organic mixture Moc comprising the at least one alcohol R-CH2-CH2-(CHR-CH2)X-OH;(vii) adding an inhibitor component I selected from the group consisting of at least one alkali hydroxide, at least one alkali alkoxide, and a mixture of two or more thereof, to the organic mixture Moc obtained in (vi), obtaining a mixture Moci;(viii) separating at least part of the at least one alcohol R-CH2-CH2-(CHR-CH2)X-OH from the mixture Moci obtained in (vii); wherein the base is selected from the group consisting of alkali hydroxides, alkaline earth hydroxides, alkali carbonates, alkali hydrogen carbonates, alkaline earth carbonates, alkaline hydrogen carbonates, alkali alkoxides, alkaline earth alkoxides, alkali metal diisopropylamides, alkaline earth metal diisopropylamides, alkali metal bis(trimethylsilyl)amides, alkaline earth metal bis(trimethylsilyl)amides, alkali metal-2, 2,6,6- tetramethylpiperidinides, alkaline earth metal-2,2,6,6-tetramethylpiperidinides, and a mixture of two or more thereof..
5. The process of any one of claims 1 to 4, wherein the amount of the inhibitor component I in the organic mixture Moci, preferably the organic mixture Moci according to (vii), is in a range of from 0.01 to 10 weight-%, preferably of from 0.03 to 5 weight-%, more preferably of from 0.05 to 1 weight-%, based on the weight of the total mixture Moci.
6. The process of any one of claims 1 to 5, wherein the inhibitor component I is added to the organic mixture Moc in form of a solid or a solution, preferably in form of a solution, more preferably in form of an aqueous or alcoholic solution.
7. The process of any one of claims 1 to 6, wherein separating at least part of the at least one alcohol from the mixture Moci, preferably wherein (viii) of separating at least part of the at least one alcohol R-CH2-CH2-(CHR- CH2)X-OH from the mixture Moci obtained in (vii), further includes obtaining a mixture Mei depleted in the at least one alcohol, preferably the at least one alcohol R-CH2-CH2-(CHR-CH2)X-OH.
8. The process of claim 7, wherein the mixture Mei, preferably the mixture Mei according to (viii), further comprises at least one ester R-CH2-CH2-(CHR-CH2)X-OR', with R' being Ci-C4-alkyl.240678W001459. The process of claim 8, wherein the at least one ester R-CH2-CH2-(CHR-CH2)x-OR' comprises butylbutyrat.
10. The process of any one of claims 7 to 9, further comprising(ix) recycling at least a part of the mixture Mei obtained in (viii) to the liquid mixture ME in (ii) or in (ill).11 . The process of any one of claims 1 to 10, wherein separating at least part of the at least one alcohol, preferably the at least one alcohol R-CH2-CH2-(CHR-CH2)x-OH, from the organic mixture Moci obtained in (vii) according to (viii) comprises subjecting the mixture Moci to distillation.
12. The process of claim 11 , wherein the distillation conditions comprise a temperature in the range of from 70 to 180 °C.
13. The process of claim 11 or 12, wherein the distillation conditions comprise a pressure in the range of from 1 x 103to 2 x 105Pa.
14. The process of any one of claims 4 to 13, wherein the aqueous mixture MA obtained in (vi) comprises from 50 to 100 % of the base comprised in the mixture MGW, based on 100 % of the base content in in the mixture MGW.
15. A process, preferably according to any one of claims 1 to 14, comprising the step of converting a chemical material obtainable by or obtained by the process according to any one of claims 1 to 14 to obtain a product Q.
Citation Information
Patent Citations
Process for the preparation of formic acid by reacting carbon dioxide with hydrogen
WO2013004577A1
Process for the preparation of formic acid by reacting carbon dioxide with hydrogen
CA2838907A1
Conversion of alcohols to longer chain aldehydes or alcohols
US9266807B1