Biodegradable alkoxylated diamines, their preparation, uses, and compositions comprising them

Abstract

This invention deals with alkoxylated diamines, their manufacture, their uses, particularly for use in cleaning compositions such as laundry detergent compositions, and specifically for improved clay removal and / or oily / fatty soil removal and / or body soil removal and / or whiteness maintenance in laundry care.

Description

2404511Biodegradable alkoxylated diamines, their preparation, uses, and compositions comprising themThis invention deals with biodegradable alkoxylated diamines (in this present invention abbreviated as “inventive compound”, or “inventive polymer”, or “diamine alkoxylate”, or “compound of the invention” whenever the inventive alkoxylated diamines are meant), their manufacture, their uses, particularly for use in cleaning compositions such as laundry detergent compositions, and specifically for improved clay removal and / or oily / fatty soil removal and / or body soil removal and / or whiteness maintenance in laundry care.Detergent formulators are continuously faced with the task of developing improved products to remove a broad spectrum of soils and stains from fabrics and hard surfaces. Chemically and physico-chemically, the varieties of soils and stains spectrum range from polar soils, such as proteinaceous, clay, and inorganic soils, to non-polar soils, such as soot, carbon-black, by-products of incomplete hydrocarbon combustion, and organic soils like sebum and body soils. The removal of greasy (i.e., oily / fatty) stains has been a particularly challenging problem. This challenge has been accentuated by the recent high interest and motivation to reduce the level of surfactants in cleaning detergents for environmental, sustainability and cost reasons. A reduction of the amount of surfactants added, especially a reduction of anionic surfactants, such as linear alkyl benzene sulfonate, LAS, has typically been found to lead to an erosion of oily / fatty stain removal. Additionally, the global trend of using washing conditions at lower temperature further diminishes grease cleaning capabilities of typical detergents, since the class of oily and fatty stains shows the greatest performance drop when the temperature is decreased. On the other hand, clay soil stains, although in some instances contacting the fabric fibers with less force, nevertheless provide a specific type of soil removal problem due to the high degree of charge associated with the clay itself. This high surface charge density may act to repel some laundry ingredients; thus surfactants alone cannot remove or carry away the clay into the laundry liquor.Another global trend is the compaction of laundry detergents, in order to improve the sustainability in terms of water usage and / or transportation costs, as well as to improve the convenience for the end consumer (e.g., single mono dose products, tabs, pouches and the like), which leads to a high market demand for new raw materials that have a higher weight-efficiency and a significantly broader performance profile.A further strongly emerging trend is the desire to improve the “footprint” of any product, be it in terms of its origin like being from natural or renewable resources, or compared to previous products, its production in terms of production efficiency and thus reduced usage of energy, its efficiency in usage such as reduced amounts for the same performance or higher performance at the same amount levels used, its persistence in the natural environment after its usage, especially its biodegradation, since recycling is technically very challenging and therewith economically not attractive.2404512Hence, due to the climate change, one of the most important targets of the detergent and cleaner (D&C) industry today is to significantly lower the CO2 emission per wash, by improving cold water conditions, improving the cleaning efficiency at low temperatures of 30 °C and below, and to lower the amounts of chemicals employed per wash, and increasing the weight-efficiency of the cleaning technologies. Another important target of the D&C industry is the need for biodegradable polymers, to improve the sustainability of the detergent formulations and to avoid the potential accumulation of the polymers, thus lowering the persistence in nature after usage of the materials.As a result of these trends, there is a strong need for new biodegradable cleaning polymers that provide both excellent primary (i.e., soil removal) and secondary (i.e., whiteness maintenance) cleaning benefits for both hydrophobic and hydrophilic stains, and an improved biodegradability. The materials should exhibit good soil removal for oily / fatty / sebum and particulate stains and should also lead to improved whiteness maintenance, minimizing the amount of suspended and emulsified oily / fatty / sebum and particulate soil from redepositing on the surfaces of the textiles or hard surfaces. Preferably, the new ingredients would also display a synergy with other cleaning technologies, such as other cleaning polymers, surfactants and / or enzymes, known for improving solely the oily / fatty / sebum or particulate stain removal and / or whiteness of fabrics and hard surfaces, leading to further improved detergent compositions.For example, alkoxylated polyalkylene imine and alkoxylated polyamine polymers, especially the class of alkoxylated hyperbranched polyethylene imine (PEI) and alkoxylated linear polypropylene imine (PPI) homo- and copolymers, are known in the literature to be able to contribute to particulate or to oily / fatty soil removal, especially at low surfactant levels and at cold water conditions (30 °C and below). Moreover, their biodegradation performance generally is poor, and thus not acceptable for future requirements. Ideally, the polymers are readily biodegradable, i.e., show equal to or more than 60% oxygen consumption after 28 days in the OECD 301 F test or they are considered moderately biodegradable then they show equal to or more than 40% after 28 days in the OECD 301 F test. Alternatively, the polymers are inherently biodegradable in the OECD 302 B test, i.e., show equal to or more than 70% dissolved organic carbon (DOC) levels. Hence, there is a need to find improved polymer architectures with a similar or superior performance profile, a feasible preparation process and an improved biodegradation behavior.In the following, a summary of the most relevant publications in the field of the present invention, alkoxylated diamines, is given.Alvarez-Lorenzo et al. (Alvarez-Lorenzo, C. et al.; 2010; Front Biosci (Elite Ed); 1 ;2(2):424-40; doi: 10.2741 / e102) disclose alkoxylated diamines, namely the Tetronic® series of BASF. These alkoxylates are X-shaped amphiphilic block copolymers formed by four arms of polyethylene oxide)-poly(propylene oxide) (PEO-PPO) blocks bonded to a central ethylenediamine moiety. In contrast to the alkoxylates of the present invention, the disclosed polymers have either a higher molecular weight (Mw) that is at least 3600 g / mol or have a propylene oxide content that is2404513 smaller than the one of the present alkoxylates (propylene oxide content is between 80% to 95% by weight in relation to the total weight of the diamine alkoxylate). These different values in terms of molecular weight and propylene oxide content are in line with the different purposes of the polymers. Whereas the alkoxylated diamines of the present invention are primarily intended as ingredients in cleaning formulations, the polymers described by Alvarez-Lorenzo et al. are used to support drug delivery. Based on the experimentally generated data of the present invention, the skilled person would expect that the polymers of Alvarez-Lorenzo et al. possessing a molecular weight (Mw) over 3200 g / mol are not significantly biodegradable and that the polymers which have a propylene oxide content that is smaller than 80% by weight in relation to the total weight of the diamine alkoxylate do not demonstrate significant wash performance.Surprisingly, the present inventors found that diamines with at least one alkoxylated NH-functionality, wherein each of the at least one polyalkylene oxide branches comprises ethylene oxide (EO) and propylene oxide (PO) demonstrate in parallel excellent wash performance and show a significant biodegradation. Based on experimentally generated data, it was possible to observe that a specific combination of weight average molecular weight (Mw) and propylene oxide content results in a high biodegradability which is sharply decreasing when these parameters are altered.Therefore, the object of the present invention is to provide novel diamine alkoxylates, wherein at least one of the NH-functionalities of the diamine is modified to form a polyalkylene oxide branch, each of the at least one polyalkylene oxide branches comprises ethylene oxide (EO) and propylene oxide (PO), the weight average molecular weight (Mw) of the alkoxylated diamine is in the range of from 1 .800 to 3.200 g / mol, and the propylene oxide content is between 80 % to 95% by weight in relation to the total weight of the diamine alkoxylate.In the following, any alkylene oxide is generically referred to as “AO”, ethylene oxide is sometimes referred to as “EO”, propylene oxide as “PO”; butylene oxide as “BuO”. “PEO” is used sometimes herein to describe polyethylene oxide homopolymers or PEO-blocks within a larger polymer structure; likewise, “PPO” describes the polypropylene oxide homopolymers or polymer-blocks within a larger polymer structure.A process to produce the inventive compounds is also part of this invention.The use of the compounds of this invention for all kinds of applications for which the previously described polyamines, polyethylene imines, polypropylene imines, and their alkoxylated derivates have been used is encompassed by this present invention as well.2404514Compositions comprising such alkoxylated diamines of this invention similar to those compositions in which the previously known polyamines, polyethylene imines, polypropylene imines, and their alkoxylated derivates have been employed - either the inventive alkoxylated diamines instead of such known compounds or in combinations with such known compounds - forms part of this invention as well.The term “compound of the invention”, or “inventive compound”, or “inventive polymer”, as used herein, refers to alkoxylated diamines / diamine alkoxylates (which may be used interchangeably herein) prepared as described below and / or in the appended claims.Thus, subjects of the present invention are the following Embodiments 1 to 27 as defined and further explained with further embodiments hereinafter and further exemplified in the experimental section:Embodiment 1A diamine alkoxylate, wherein at least one of the NH-functionalities of the diamine is modified to form a polyalkylene oxide branch, each of the at least one polyalkylene oxide branches comprises ethylene oxide (EO) and propylene oxide (PO), the weight average molecular weight (Mw) of the alkoxylated diamine is in the range of from 1 .800 to 3.200 g / mol, and the propylene oxide content is between 80 % to 95% by weight in relation to the total weight of the diamine alkoxylate.Within the context of the present invention, the term “ N H-fu notional ity” is defined as follows: A primary amino group (-NH2) has two NH-functionalities, a secondary amino group only one NH-functionality, and a tertiary amino group, by consequence, has no reactive NH-functionality.The diamine used to form the diamine alkoxylate (that is, the diamine core) typically has two amine groups, and can have from one NH-functionality to four NH-functionalities. Preferably, the diamine possessing two primary amino groups which has four NH-functionalities.The compounds of the invention comprise side chains, (poly)alkylene oxide branches, which are directly attached to nitrogen atom of the NH-functionality of the diamine. The side chains are (solely) made up from ethylene oxides and propylene oxides. Typically, a side chain possesses on average 8 to 15 AO units. Usually, the used AO units are equally distributed among the different branches including a modest statistical variation. More detailed embodiments describing the different chain lengths are provided below.2404515It is noted that all such numbers are numbers “on average” meaning that such numbers refer to the average number for such unit per NH-functionality calculated based on all NH-functionalities of the alkoxylated diamines.It is to be emphasized that the reactions leading to the inventive compounds are statistical reactions, meaning there is never just one chemically exactly defined compound present, but an inventive alkoxylated diamine always is a mixture of slightly deviating structures, all stemming from the same reaction within one reaction space; the difference of those structures clearly stemming from the facts that no reaction proceeds in exactly the same way and the same speed on all functional units, especially as the chemical reactivities of the functional units - here mainly those of the -NH groups, differs according to their environment, meaning that a primary amine group reacts differently than a secondary amine, and also the chemical environment of the groups may be different; this leads in an overall view to slightly deviating structures being present, and thus any compound of this invention being defined as in the various embodiments including the numbered Embodiments 1 to 27, and exemplified in the examples never is just one chemical compound, but always a mixture of slightly deviating compounds, having a statistical distribution. As the reactivities of those groups are not differing by a large extent, the deviation is relatively small. Hence, defining an alkoxylated diamine of the invention by a prototypical member is a viable way of defining the structure. Also, defining the composition of the side chains by average numbers (including those variables defined in the present and following embodiments based on the numbers of NH-functionalities being present in the alkoxylated diamines is a useful way of defining the overall composition of any mixture herein defined as “an alkoxylated diamine of the invention”.Therefore, unless otherwise indicated, the values, ranges and ratios given in the specification for the number of NH-functionalities, weight-average molecular weight (Mw) and the number-average molecular weight (Mn) relate to the average values in heterogenic mixture of the synthesized alkoxylated diamines containing individual, slightly from each other deviating chemical structures that result from the preparation method of the present invention. As known in polymer science, the polydispersity (weight-average molecular weight (Mw) / number-average molecular weight (Mn)) is then a measure for the (in)homogeneity within the mixture of different species in “the alkoxylated diamines”.The term “average number of AOs (EOs and / or POs) per polyalkylene oxide branch”, as used herein, refers to the calculated number of AO units that should be present in one poly alkylene oxide branch. As explained in more detail above, the skilled person is well-aware of the fact that the synthesis of the inventive compounds will result in a mixture of slightly deviating compounds underlying a statistical distribution. Thus, the “average number of AOs per polyalkylene oxide branch” is calculated by dividing the total amount of employed mol AO (EO + PO) per mol of diamine by the number of NH-functionalities of diamine.The terms “essentially consisting of” or “consisting essentially of”, as used interchangeably herein, with respect to the diamine or alkoxylated diamine means that compound may comprise impurities or other types of compounds in2404516 an amount up to not more than 10% w / w, not more than 7% w / w, not more than 5% w / w, not more than 3% w / w, not more than 2% w / w, not more than 1 % w / w, not more than 0.5% w / w or not more than 0.1 % w / w.It is noted that the alkylene oxide used to prepare the inventive compounds may be derived from a fossil or nonfossil carbon source or even a mixture of the before mentioned. Preferably, the amount of non -fossil carbon atoms in the alkoxy side chains is at least 10%, at least 20%, at least 40%, at least 70%, at least 95% or it solely comprises non-fossil derived carbon atoms. The skilled person is well-aware of commercial alkylene oxide products made of non-fossil carbon sources (these products are often sold as being sustainable, renewable or bio-based). For example, methods to prepare bio-based propylene oxide are known (see Abraham, D. S., "Production of propylene oxide from propylene glycol" Master's Thesis University of Missouri-Columbia (2007) (75 pages)).In a similar way the skilled person is aware of diamines that are based on non-fossil carbon atoms. In preferred embodiments, at least 10%, at least 20%, at least 40%, at least 70%, at least 95% or even 100% of the carbon atoms in the diamine are non-fossil derived carbon atoms. For example, 1,4-Diaminobutane (BDA) is widely produced on industrial scale by means of biotechnological processes from renewable feedstock (i.e. plants) (Li, Z. et al., 2018, J. Ind. Microbiol. Biotech., 45 (2), pp. 123-139) or through microbiological pathways (Qian, Z.G. et al., 2009, Biotech. Bioeng., 104 (4), pp. 651 -662).In preferred embodiments, the content of propylene oxide ranges from 82 to 94 wt% and preferably from 84 to 92 wt% of the weight of the diamine alkoxylate. In even more preferred embodiments, the content of propylene oxide ranges from 85 to 90 wt%.Embodiment 2The diamine alkoxylate according to Embodiment 1 , wherein the diamine has two primary amino groups.The term “primary amino amine group”, as used herein, refers to the following chemical > N H2group: wherein the dotted line indicates the bond to the remaining part of the amine. In preferred embodiments, the diamine used to prepare the alkoxylated diamine of the invention possess two of the above-described primary amino groups.The terms “amino group” and “amine group” may interchangeably used herein.Embodiment 3The diamine alkoxylate according to Embodiment 1 or 2, wherein each of the polyalkylene oxide branches comprises or consists of on average2404517 i) at least 1 ethylene oxide unit (EOs) and preferably at least 2 EOs; andII) at least 7 polypropylene oxide units (POs) and preferably at least 9 POs and more preferably at least 10POs.In preferred embodiments, one alkylene oxide branch has an average weight ranging from 400 to 850 g / mol, preferably from 500 to 700 g / mol and more preferably from 550 to 650 g / mol.Inventive compounds bearing the above-described modification are also called being “alkoxylated”, “ethoxylated and propoxylated” and / or “modified”.The polyalkylene oxide branches may consist of ethylene oxides and propylene oxides. The polyalkylene oxide branches preferably end with an -OH group but may alternatively be capped, such as with a C1 to C20 alkyl group, preferably C1 to C6 alkyl group, more preferably C1 alkyl group.The term “polyalkylene oxide branch”, as used herein, refers to a sub-structure of the inventive compounds comprising, essentially consisting of or consisting of a plurality of AO units, namely EO units and PO units.Embodiment 4The diamine alkoxylate according to anyone of Embodiments 1 to 3, wherein each of the polyalkylene oxide branches comprises or consists of on averageI) not more than 3 EOs and preferably not more than 2 EOs; andII) not more than 12 POs and preferably not more than 1 1 POs.Embodiment 5The diamine alkoxylate according to anyone of Embodimentsl to 4, wherein the diamine has a weight ranging from 50 to 1500 g / mol, preferably from 60 to 1000 g / mol and more preferably from 60 to 200 g / mol.Embodiment 6The diamine alkoxylate according to anyone of Embodiments 1 to 5, wherein the weight average molecular weight (Mw) of the diamine alkoxylate is in the range of from 2.100 to 3.000 g / mol, preferably in the range of from 2.300 to 2.900 g / mol, more preferably in the range of from 2.500 to 2.800 g / mol.The person skilled in the art knows how to determine / measure the respective weight average molecular weight (Mw). This can be done, for example, by using size exclusion chromatography (such as GPC, e.g., in combination2404518 with light scattering), by mass spectrometry, by mass photometry or by calculation from the used molar ratio of starting materials. Preferably, Mw values are determined by the method as follows: OECD TG 118 (1996), which means in detailOECD (1996), Test No. 118: Determination of the Number-Average Molecular Weight and the Moiecuiar Weight Distribution of Polymers using Gel Permeation Chromatography, OECD Guidelines for the Testing of Chemicals, Section 1 , OECD Publishing, Paris, also available on the internet, for example, under https: / / doi.orq / 10.1787 / 9789264069848-en.Molecular weights of the starting materials may be determined as described above. Molecular weights of the diamine alkoxylates may be determined by gel permeation chromatography (GPC). The samples were prepared as follows: approx. 15 mg sample was dissolved in 10 ml eluent (THF + 0.035 mol / L Diethanolamine) for 1 hour at a temperature of 50°C. All sample solutions were filtered by a Chromafil Xtra PTFE (0,20 pi m filtered prior to injection). Sealed sample vials were placed into the auto sampler. An Agilent 1 200 HPLC system, consisting of an isocratic pump, vacuum degasser, auto sampler and a column oven was used. Furthermore, the Agilent system contains a Differential Refractive Index (DRI) and a variable Ultra Violet (UVW) Detector for detection. Data acquisition and data processing of conventionally SEC data was done by WinGPC Unichrom, build 6999, of PSS (Polymer Standard Services now part of Agilent). A combination of a SDV guard (7,5 x 50 mm) column and 3 SDV columns (1000A, 100000A and 1000000A, all 7,5 x 300 mm) of PSS were put in series at 60°C. THF + 0.035 mol / L Diethanolamine was used as eluent at a flow rate of 1 mL / min. 1 OOpiL of each sample solution was injected. The calibration was obtained by narrow molar mass distributed polyalkoxylene oxide (EC and PC mixtures) standards (Agilent) having a molar mass range of M= 160 till M = 1.378.000 g / mol. Molar masses outside this range were extrapolated.“Mw” is the weight average molecular weight and “Mn” is number average molecular weight. The respective values of Mw and / or Mn can be determined as described within the experimental section below.The molar mass distribution Mw / Mn obtained by GPC is equal to the polydispersity index (PDI), the PDI being without unit [g / mol / g / mol]).For the diamine alkoxylates described herein, the molecular weight (MW) can also be calculated from the used molar ratio of starting materials. Typically, the molecular weight (MW) of the diamine alkoxylates can be calculated using equation below:MW of the alkoxylated diamine =MW of diamine + total MW of PC + total MW of EC + total MW of other monomers (if exist).2404519The % by weight of PO, or % by weight of EO, or % by weight of diamine in the diamine alkoxylates can be calculated follow the same principle.It is clear for a person skilled in the art that for the diamine alkoxylates of this invention, the measured molecular weight by GPC, mass spectroscopy or mass photometry and calculated molecular weight are consistent in that sense that the results for the measured molecular weight do not vary significantly.Embodiment 7The diamine alkoxylate according to anyone of Embodiments 1 to 6, wherein the diamine used to form the diamine alkoxylate is selected from the group consisting of 1 ,2-Diaminoethane (EDA), 1 ,3-Diaminopropane, 2,2-Dimethyl- 1 ,3-diaminopropane, 1 ,4-Diaminobutane, 1 ,5-Diaminopentane, 1 ,6-Diaminohexane, 1 ,7-Diaminoheptane, 1 ,8- Diaminooctane, Cyclohexyl-diamine and Methylcyclohexyl-diamine.Embodiment 8The diamine alkoxylate according to anyone of Embodiment 1 to 7, wherein each of the polyalkylene oxide branches comprises a block or random structure of ethylene oxide and propylene oxide, preferably a block structure, more preferably a polyethylene oxide and polypropylene oxide block and even more preferably the diamine is first modified with the polypropylene oxide and secondly with the ethylene oxide block.In more preferred embodiments, the (poly)alkylene oxide branches possess a block structure consisting of a (poly)PO block and an (poly)EO block, wherein the (poly)PO block is reacted with the -NH2 groups of the diamine. Alternatively, the polyalkylene oxide branches possess a block structure consisting of an (poly)EO block and a (poly)PO block, wherein the (poly)EO block is reacted with the -NH2 groups of the diamine.The skilled person will understand that the diamine may also be alkoxylated with other AOs than ethylene oxide or propoxylene oxide. In this context, butylene oxide is mentioned. Further, the skilled person is also well-aware of helpful modifications of the alkoxy chain, such as modifications with lactones or hydroxy carbon acid as described in WO2021 165468 A.Embodiment 9The diamine alkoxylate according to anyone of Embodiments 1 to 8, wherein said diamine alkoxylate demonstrates at least 20%, preferably at least 40% or more preferably at least 60% biodegradability according to standard OECD 301 F after 56 days, preferably after 28 days.24045110For the purposes of this invention, aerobic biodegradation in wastewater according to OECD 301 F is expressed as a percentage of the theoretical oxygen demand (ThOD, which is measured by the elemental analysis of the compound of interest), which is needed to completely biodegrade the compound sample. Thus, the amount of oxygen taken up by the microbial population during biodegradation of the test substance (corrected for uptake by blank inoculum, run in parallel) is expressed as a percentage of ThOD. The obtained values are preferably measured in triplicate using the OECD 301 F manometric respirometry method. The consumption of oxygen is determined by measuring the change in pressure in the apparatus using an OxiTop® C (Xylem 35 Analytics Germany Sales GmbH & Co KG). Details for the tests performed are given in the experimental section below.Embodiment 10The diamine alkoxylate according to anyone of the previous Embodiments, wherein at least three NH-functionalities, preferably all NH-functionalities are modified with alkylene oxide (AO) units.The inventive compounds may comprise secondary amines that originate from primary amino groups of the diamine which are modified with only a single polyalkylene oxide branch. By secondary amino group, as used herein, an amine is meant in which the nitrogen atom is attached to two carbon atoms and one hydrogen atom. On the other hand, the inventive compounds can comprise tertiary amino groups that originate from the reacted secondary amino groups of the diamine and which are reacted with an additional polyalkylene oxide branch. Alternatively and preferably, the inventive compounds can comprise tertiary amine groups that originate from the primary amine groups of the diamine which has alkoxylated with a single or small amount of alkoxyl unit and which are subsequently reacted with alkylene oxide monomers to obtain the two polyalkylene oxide branches. As mentioned above, in preferred embodiments all (four) NH-functionalities are modified with alkylene oxide (AO) units, namely ethylene oxide (EO) units and propylene oxide (PO) units, meaning that these compounds only comprise tertiary amine groups.The amount of secondary amino groups in the alkoxylated diamine can be measured according to methods known to the skilled person, such as NMR-spectroscopy, such as 13C-NMR-spectroscopy and / or 1 H NMR-spectroscopy.Embodiment 1 1The alkoxylated diamine according to any of Embodiments 1 to 10, wherein all polyalkylene oxide branches attached to the NH-functionalities of the diamine have the same structure, in that sense that the number of EO and PO units per polyalkylene oxide branch is identical or, alternatively, the (poly)alkylene oxide branch structures vary slightly.24045111Without wishing being bound by the following explanation, a rationale exists to explain the resulting structures of the alkoxylated diamines: Due to the fact that the reactions in questions necessarily employed to prepare those structural orders of the side chains, and thus to prepare the specific inventive compounds, are reactions of quite reactive species which can lead under suitable conditions to almost complete and even “essentially complete” conversions of almost 100 % if not even 100%, the statistical deviation of the composition of the mixture of “alkoxylated diamine” in question is not that high, which in turn means that the structural order of the side chains do not show much deviation. Thus, it is a reliable assumption which can in principle be proven by sophisticated and thus time-consuming and expensive analytical means - such as multi-dimensional NMR-analyses - that it is generally accepted that such deviation exists; hence, no “specific alkoxylated diamine” will be “just one chemical compound of a clearly defined chemical structure”, but clearly will consist of a a) mixture of slightly differing compounds, such differences lying in b) slight deviations may already in the structure of compound making up “the (unmodified) diamine” being employed for the further modification steps, and c) the slight deviations in the structural orders of the side chains may be attached by way of d) multi-step reactions due to e) variations in the chemical reactivities of the -NH2 groups, and f) due to slight inhomogeneities occurring in a commercial scale process. All of those factors a) to f) - to just mention a few important ones - lead to a “specific alkoxylated diamine” which is not one specific chemical compound but in fact a mixture of slightly differing compounds having an overall very similar chemical structure; thus, such structure is best described by average numbers for the variables and percentages for the amounts of the dominating structural order.Embodiment 12A process for preparing the diamine alkoxylate according to anyone of Embodiments 1 to 1 1 , wherein a diamine that has two primary amino groups is reacted with (I) at least 28 propylene oxide molecules and (ii) at least 4 ethylene oxide molecules in order to obtain the respective diamine alkoxylate.In preferred embodiments, the diamine is reacted with (I) 4 to 12, 5 to 1 1 , 6 to 10 or ? to 9 ethylene oxide molecules and (ii) 28 to 48, 30 to 46, 32 to 44, 34 to 42, 36 to 40 or 37 to 39 propylene oxide molecules in order to obtain the respective diamine alkoxylate.In preferred embodiments, the diamine is selected from the group consisting of 1 ,2-Diaminoethane (EDA), 1 ,3- Diaminopropane, 2,2-Dimethyl-1,3-diaminopropane, 1 ,4-Diaminobutane, 1 ,5-Diaminopentane, 1 ,6- Diaminohexane, 1 ,7-Diaminoheptane, 1,8-Diaminooctane, Cyclohexyl-diamine and Methylcyclohexyl-diamine.All of the terms within Embodiment 12 have already been defined and explained in detail herein before within the description of the Embodiments 1 to 1 1 , such terms, definitions and further specifications of course apply to this Embodiment 12.24045112The conversion rate of the reaction step may be monitored and in preferred embodiments the conversion rate for this step is at least 95%, preferably at least 99%, and even more preferably at least 99,5 % or even more. All other structural orders of the side chains as defined above but also the undefined structures resulting from non- controllable parameters are performed in this defined manner, leading - on statistical average - to a defined structural order directly derived from the way such reaction is performed.The conversion rate of the reaction can be determined according to methods known to the skilled person, such as NMR-spectroscopy, such as 13C-NMR-spectroscopy and / or 1 H NMR-spectroscopy.For the reaction conditions such as catalysts, temperatures, duration, purification etc. of the reactions to produce the units of the side chains of the inventive polymers, the respective information within the disclosures EP3298120 A, JP2022056680 A and US7468348 B is fully encompassed into this recent disclosure by way of reference.Within this preferred Embodiment, the alkoxylation is carried out in the presence of at least one catalyst. Within this step reaction of the alkoxylation step, the catalyst is preferably a basic catalyst. Examples of suitable catalysts are alkali metal and alkaline earth metal hydroxides such as sodium hydroxide, potassium hydroxide and calcium hydroxide, alkali metal alkoxides, in particular sodium and potassium Ci-C4-alkoxides, such as sodium methoxide, sodium ethoxide and potassium tert-butoxide, alkali metal and alkaline earth metal hydrides such as sodium hydride and calcium hydride, and alkali metal carbonates such as sodium carbonate and potassium carbonate. Preference is given to the alkali metal hydroxides and the alkali metal alkoxides, a particular preference being given to potassium hydroxide and sodium hydroxide. Typical use amounts for the base are from 0.05 to 10% by weight of final product, in particular from 0.05 to 2% by weight, based on the total amount of the diamine and alkylene oxide.Embodiment 13Process according to Embodiment 12, wherein the diamine alkoxylate is further submitted to the following process steps of a. purification using standard means such as steam distillation, thermal distillation, vacuum evaporation, including removal of all solvent, dialysis and / or b. drying using standard drying means such as spray-, drum, paddle-, vacuum-drying means including agglomeration methods such as fluidized-bed-drying, to obtain a purified solution, a purified liquid, a solid compound or a purified solid compound, respectively.In case that after the reactions leading to the inventive compound residual educts (diamine and / or alkylene oxide) are present to a non-desirable extent, the resulting product mixture containing the diamine alkoxylate may be further purified by standard means to reduce the content of residual educts, but also to reduce the amount of possible by-24045113 products, reduce the amount(s) of the solvent(s) employed (i.e., to concentrate) or replace solvent(s) with other solvents. Such processes are known to a person of skill in this field.Preferably, undesirable amounts of residual non-reacted educts are removed, preferably by means of distillative processes, more preferably by thermal distillative processes, which may additionally comprise the application of reduced pressure to increase the speed and / or the effectiveness of the removal.In a preferred embodiment only the additional process step a) is employed.Use of and compositions comprising the inventive diamine alkoxylatePart of this invention is also the use of the inventive diamine alkoxylate for various fields of applications, where they can replace currently known similar structures, but bring in their enhanced rate of biodegradation compared to those previously known structures.Embodiment 14Use of at least one diamine alkoxylate according to any one of Embodiments 1 to 1 1 in cleaning compositions, in fabric and home care products, in cosmetic formulations, as crude oil emulsion breaker, in pigment dispersions for ink jet inks, in formulations for electro plating, in cementitious compositions, as dispersant for agrochemical formulations.A subject matter of the present invention is the use of the above-mentioned diamine alkoxylate in fabric and home care products, in cosmetic formulations, as crude oil emulsion breaker, in pigment dispersions for ink jet inks, in formulations for electro plating, in cementitious compositions and / or as dispersant for agrochemical formulations, preferably in cleaning compositions and / or in fabric and home care products, in particular cleaning compositions for improved clay removal or oily and fatty stain removal, wherein the cleaning composition is preferably a laundry detergent formulation and / or a manual dish wash detergent formulation, more preferably a liquid laundry detergent formulation and / or a liquid manual dish wash detergent formulation.The diamine alkoxylate can be added to cosmetic formulations, as crude oil emulsion breaker, in pigment dispersions for ink jet inks, formulations for electro plating, in cementitious compositions. However, the inventive compounds can also be added to (used in) washing or cleaning compositions.Another subject-matter of the present invention is, therefore, a cleaning composition, fabric and home care product, industrial and institutional cleaning product, cosmetic formulation, crude oil emulsion breaker, pigment dispersion24045114 for ink jet inks, formulation for electro plating, cementitious composition and / or dispersant for agrochemical formulations, comprising at least one diamine alkoxylate, as defined above.Preferably, it is a cleaning composition and / or fabric and home care product, comprising at least one diamine alkoxylate, as defined above, preferably for oily and fatty stain removal, or improved clay removal, or sebum and body soil removal, preferably a laundry detergent formulation and / or a manual dish wash detergent formulation, more preferably a liquid laundry detergent formulation and / or a liquid manual dish wash detergent formulation.In another preferred embodiment of the present invention, the cleaning composition may be used for soil removal of particulate stains and / or oily and fatty stains, and additionally for whiteness maintenance, preferably in laundry care.In another embodiment, the cleaning composition of the present invention is a hard surface cleaning composition that may be used for cleaning various surfaces such as hard wood, tile, ceramic, plastic, leather, metal, glass.In another embodiment, the cleaning composition of the present invention is a liquid or solid automatic dish wash detergent composition, preferably a solid automatic dish wash detergent composition, that may be used for cleaning dish ware, e.g., dish ware such as glasses, wherein the inventive diamine alkoxylate is improving the removal of stubborn soils.In another embodiment, the cleaning composition is designed to be used in personal care and pet care compositions such as shampoo compositions, body wash formulations, liquid or solid soaps.In this invention, a preferred area of application for the use of the diamine alkoxylate is the field of fabric and home care products and cleaning compositions, preferably cleaning compositions for industrial and institutional use and the use by consumers in their household.Embodiment 15The use according to Embodiment 14 in cleaning compositions and / or in fabric and home care products, preferably in liquid and solid detergent compositions, such detergent compositions preferably being a) manual and automatic dish wash detergent compositions, comprising at least one diamine alkoxylate, and at least one chelating agent and / or at least one surfactant or - more preferably - a chelating agent in case of a liquid or solid automatic dish wash composition and a surfactant system in case of a liquid manual dish wash detergent composition, respectively; and / or24045115 b) laundry detergent compositions comprising at least one diamine alkoxylate, and at least one surfactant or - preferably - a surfactant system.Within such preferred application areas of use, typical tasks have to be fulfilled, all of which are commonly encompassed by the term “cleaning”, but in fact comprise different tasks such as clay removal or removing oily and fatty residues, solid residues, amphiphilic residues and hydrophilic residues. Other tasks are the protection of the goods to be cleaned from deterioration, such as protecting glass from corroding, silverware from oxidation, colors from fading etc. Other tasks are improving the overall appearance of the to be cleaned goods, such as increasing or restoring the color, the whiteness, imparting or increasing a shine. For many such applications additional ingredients are typically added, for cleaning applications important ones are for example enzymes, which help biologically to degrade residues.Embodiment 16The use according to Embodiment 14 or 15 for i. whiteness improvement, and / or ii. removal of oily / fatty stains, and / or ill. soil removal, and / or iv. soil removal of particulate stains, and / or v. dispersion and / or emulsification of soils, and / or vi. modification of treated surface to improve removal upon later re- soiling, and / or vii. bleachable stains, and / or most preferably in cleaning compositions for i) whiteness improvement, each of the before mentioned options i) to vii) preferably for use in a laundry detergent formulation and / or a manual dish wash detergent formulation and / or in a formulation suitable for (pre) -treatment of textiles and / or soap bars, more preferably in a liquid laundry detergent formulation and / or a liquid manual dish wash detergent formulation.Embodiment 17The use according to any of Embodiments 14 to 16 in cleaning compositions and / or in fabric and home care products, preferably in cleaning compositions for fabric and home care, the cleaning composition preferably being a laundry detergent formulation or a dish wash detergent formulation, even more prefe rably being a liquid laundry detergent formulation or a liquid dish wash detergent formulation.24045116Such ingredients are typically formulated with other ingredients in formulations and compositions, which may be also called “products” (as they are provided from a supplier as a formulation to another customer who uses such formulation directly for cleaning purposes etc. or for producing another formulation, which in turn could be sold to consumers as a “product” to be used by the consumer).Embodiment 18A composition that is a fabric and home care product, cleaning composition, industrial and institutional cleaning product, cosmetic or personal care product, oil field-formulation such as crude oil emulsion breaker, pigment dispersion for inks such as ink-jet inks, electro plating product, cementitious composition, lacquer, paint, agrochemical formulation, preferably a laundry detergent, a dish wash composition, a cleaning composition and / or a fabric and home care product, each comprising at least one diamine alkoxylate according to any of the Embodiments 1 to 1 1.Embodiment 19A composition according to Embodiment 17 being a solid or liquid laundry detergent composition or a solid or liquid manual dish wash detergent composition, preferably a liquid laundry detergent or a liquid manual dish wash detergent composition, more preferably a liquid laundry detergent composition, comprising the least one diamine alkoxylate according to any one of Embodiments 1 to 1 1; optionally further comprising at least one enzyme, preferably selected from one or more lipases, hydrolases, amylases, proteases, cellulases, hemicellulases, phospholipases, esterases, DNases, mannanases, xylanases, dispersins, oxidoreductases, cutinases, pectate lyases, pectinases, lactases, pectate lyases, mannanases and peroxidases, and combinations of at least two of the foregoing types, preferably at least one enzyme being selected from proteases, optionally containing at least one antimicrobial agent, wherein at least one diamine alkoxylate is present in an amount ranging from about 0.01 % to about 20%, preferably from about 0.05% to 15%, more preferably from about 0.1 % to about 10%, and most preferably from about 0.5% to about 5%, in relation to the total weight of such composition or product, and such product or composition further comprising from about 1 % to about 70% by weight of at least one surfactant, preferably an anionic surfactant, or even more preferably of a surfactant system comprising at least one anionic surfactant.24045117Embodiment 20A composition according to Embodiment 18 being a solid or liquid automatic dish wash detergent composition, preferably a solid automatic dish wash detergent composition, comprising the at least one diamine alkoxylate according to any one of Embodiments 1 to 1 1 ; optionally further comprising at least one enzyme, preferably selected from one or more lipases, hydrolases, amylases, proteases, cellulases, hemicellulases, phospholipases, esterases, DNases, mannanases, xylanases, dispersins, oxidoreductases, cutinases, pectate lyases, pectinases, lactases, pectate lyases, mannanases and peroxidases, and combinations of at least two of the foregoing types, preferably at least one enzyme being selected from proteases and amylases, optionally containing at least one antimicrobial agent, optionally containing at least one compound selected from alkali metal percarbonate, alkali metal perborate and alkali metal persulfate, optionally containing at least one zinc salt, wherein the at least one diamine alkoxylate is being present in a total amount ranging from about 0.001 % to about 10%, preferably from about 0.005% to 5%, more preferably from about 0.01 % to about 3%, and most preferably from about 0.1 % to about 2%, and such product or composition further comprising at least one chelating agent being present in a total amount from about 1 % to about 70%, preferably from 10% to about 60% and even more preferably from 30% to about 50%, and optionally further comprising at least one surfactant or more preferably a surfactant system in a total amount of from about 1 % to about 70% by weight, all weight percent in relation to the total weight of such composition.Embodiment 21A composition according to Embodiment 20, being a solid automatic dish wash detergent composition, comprising at least one diamine alkoxylate according to any one of Embodiments 1 to 1 1 and24045118 additionally comprising at least one chelating agent selected from methylglycinediaceticacid (MGDA), glutamic acid diacetate (GLDA), citric acid and salts thereof, at least one enzyme selected from proteases and / or amylases, at least one bleaching agent selected from alkali metal percarbonate, alkali metal perborate and alkali metal persulfate, preferably alkali metal percarbonate, at least one non-ionic surfactant, optionally at least one disintegrant, preferably a super-disintegrant, more preferably PVPP, and optionally containing at least one zinc salt.Super-disintegrants are known by a person of skill in the art, e.g. from EP1004661 , EP1263814 and EP1036839, and are discussed also in Pharmaceutical Technology, Volume 2006 Supplement, Issue 5, “A Comparative Study of Current Superdisintegrants”, October 1 , 2006.Embodiment 22Composition according to any of Embodiments 18 and 19 being a detergent composition, comprising as surfactant at least one anionic surfactant.Embodiment 23Composition according to any of Embodiments 18 and 19 being a liquid detergent composition, comprising as surfactant at least one non-ionic surfactant, and further comprising water.Embodiment 24Composition according to any one of Embodiments 18 to 23 further comprising an antimicrobial agent selected from the group consisting of 2-phenoxyethanol and 4,4’-dichoro 2-hydroxydiphenylether; preferably comprising 2- phenoxyethanol in an amount ranging from 2ppm to 5% by weight of the composition; more preferably comprising 0.1 to 2% of phenoxyethanol or preferably comprising 4,4’ -dichoro 2-hydroxydiphenylether in a concentration from 0.001 to 3%, more preferably 0.002 to 1 %, even more preferably 0.01 to 0.6%, each by weight of the composition.Embodiment 2524045119Composition according to any one of Embodiments 18 to 24 further comprising at least one enzyme selected from the list consisting of lipases, hydrolases, amylases, DNases, proteases, cellulases, hemicellulases, phospholipases, esterases, mannanases, xylanases, dispersins, oxidoreductases, cutinases, pectate lyases, pectinases, lactases and peroxidases, and combinations of at least two of the foregoing types, preferably selected from one or more lipases, hydrolases, amylases, proteases, cellulases, and combinations of at least two of the foregoing types, more preferably at least one enzyme being selected from proteases.Embodiment 26Method of preserving an aqueous composition according to any one of Embodiments 1 8 to 25 against microbial contamination or growth, which method comprises addition of an antimicrobial agent selected from the group consisting of 2-phenoxyethanol and 4,4’-dichoro 2-hydroxydiphenylether.Embodiment 27A cleaning method comprising contacting a cleaning composition according to Embodiments 18 to 26 with an object that requires cleaning, preferably a laundry or a hard surface household item.The term “cleaning”, as used herein, refers to performing or aiding in any soil removal, bleaching, microbial population reduction, or combination thereof. This includes to rinse a fabric with water or to wash the fabric with the inventive liquid cleaning composition by means of a washing machine, automatic dish washer or by hand. It is preferred that the cleaning is carried out at a temperature of 60 °C or less, more preferably at a temperature of 40 °C or less, most preferably at a temperature of 30 °C or less. In other preferred embodiments, the cleaning method is performed under water conserving conditions. This means that not more than 60%, not more than 70%, not more than 80%, not more than 90% or not more than 95% of the water generally recommended for a given cleaning procedure is used for the cleaning method of the present invention.Further descriptionIt is also preferred in the present invention that the cleaning composition comprises (besides at least one diamine alkoxylate as described above) additionally at least one enzyme, preferably selected from one or more lipases, hydrolases, amylases, proteases, cellulases, hemicellulases, phospholipases, esterases, DNases, mannanases, xylanases, dispersins, oxidoreductases, cutinases, pectate lyases, pectinases, lactases and peroxidases, preferably selected from one or more lipases, hydrolases, amylases, proteases, cellulases and combinations of at least two of the foregoing types, more preferably at least one enzyme being selected from proteases.24045120Preferably, the such inventive cleaning composition is a fabric and home care product or an industrial and institutional (l&l) cleaning product, preferably a fabric and home care product, more preferably a laundry detergent or manual dish washing detergent, comprising at least one inventive diamine alkoxylate, and optionally further comprising at least one surfactant or a surfactant system, providing improved removal, dispersion and / or emulsification of soils and / or modification of treated surfaces and / or whiteness maintenance of treated surfaces.At least one inventive diamine alkoxylate as described herein (such diamine alkoxylate as defined before and especially in the Embodiments 1 to 1 1 are in this following section also termed “inventive compound”) is present in said inventive cleaning compositions at a concentration of from about 0.01 % to about 20%, preferably from about 0.05% to 15%, more preferably from about 0.1 % to about 10%, and most preferably from about 0.5% to about 5%, in relation to the total weight of such composition or product; such cleaning composition may - and preferably does - further comprise a from about 1 % to about 70% by weight of a surfactant system.Even more preferably, the cleaning compositions of the present invention comprising at least one inventive compound, and optionally further comprising at least one surfactant or a surfactant system, are those for primary cleaning (i.e., removal of stains) within laundry and manual dish wash applications, even more specifically, for removal of clay or oily and fatty stains such as those on fabrics and dishware, and may additionally comprise at least one enzyme selected from the list consisting of lipases, hydrolases, amylases, proteases, cellulases, hemicellulases, phospholipases, esterases, DNases, mannanases, xylanases, dispersins, oxidoreductases, cutinases, pectate lyases, pectinases, lactases and peroxidases, and combinations of at least two of the foregoing types of enzymes, more preferably at least one enzyme being selected from proteases.In one preferred embodiment, the cleaning composition of the present invention is a liquid or solid laundry detergent composition.In another preferred embodiment, the cleaning composition of the present invention is a liquid or solid (e.g., powder or tab / unit dose) detergent composition for manual or automatic dish wash, preferably either a liquid manual dish wash detergent composition or a solid automatic dish wash composition.In one embodiment, the inventive compounds of the present invention may be utilized in cleaning compositions comprising a surfactant system comprising C10-C15 alkyl benzene sulfonates (LAS) as the primary surfactant and one or more additional surfactants selected from non-ionic, cationic, amphoteric, zwitterionic or other anionic surfactants, or mixtures thereof.In a further embodiment, the inventive compounds may be utilized in cleaning compositions, such as laundry detergents of any kind, and the like, comprising Cs-C linear or branched alkyl ether sulfates with 1 -5 ethoxy-units24045121 as the primary surfactant and one or more additional surfactants selected from non-ionic, cationic, amphoteric, zwitterionic or other anionic surfactants, or mixtures thereof.In a further embodiment the inventive compounds may be utilized in cleaning compositions, such as laundry detergents of any kind, and the like, comprising C12-C18 alkyl ethoxylate surfactants with 5-10 ethoxy-units as the primary surfactant and one or more additional surfactants selected from anionic, cationic, amphoteric, zwitterionic or other non-ionic surfactants, or mixtures thereof.In a further embodiment the inventive compounds may be utilized in cleaning compositions, such as laundry detergents of any kind, and the like, comprising bio-based surfactants like rhamnolipids and / or sophorolipids as the primary surfactant.In one embodiment of the present invention, the inventive compound is a component of a cleaning composition, such as preferably a laundry or a dish wash formulation, more preferably a liquid laundry or manual dish wash formulation, that each additionally comprise at least one surfactant, preferably at least one anionic surfactant.The selection of the additional surfactants in these embodiments may be dependent upon the application and the desired benefit.As used herein, the articles “a” and “an” when used in a claim or an embodiment, are understood to mean one or more of what is claimed or described. As used herein, the terms “include(s)” and “including” are meant to be nonlimiting, and thus encompass more than the specific item mentioned after those words.The compositions of the present disclosure can “comprise” (i.e., contain other ingredients), “consist essentially of’ (comprise mainly or almost only the mentioned ingredients and other ingredients in only very minor amounts, mainly only as impurities), or “consist of’ (i.e., contain only the mentioned ingredients and in addition may contain only impurities not avoidable in a technical environment, preferably only the ingredients) the components of the present disclosure.Similarly, the terms “substantially free of ...” or “substantially free from ...” or “(containing / comprising) essentially no ...” may be used herein; this means that the indicated material is at the very minimum not deliberately added to the composition to form part of it, or, preferably, is not present at analytically detectable levels. It is meant to include compositions whereby the indicated material is present only as an impurity in one of the other materials deliberately included. The indicated material may be present, if at all, at a level of less than 1 %, or even less than 0.1 %, or even more less than 0.01 %, or even 0%, by weight of the composition.24045122The term “about”, as used herein, encompasses the exact number “X” mentioned as e.g., “about X%” etc., and small variations of X, including from minus 5 to plus 5 % deviation from X (with X for this calculation set to 100%), preferably from minus 2 to plus 2 %, more preferably from minus 1 to plus 1 %, even more preferably from minus 0,5 to plus 0,5 % and smaller variations. Of course, if the value X given itself is already “100%” (such as for purity etc.) then the term “about” clearly can and thus does only mean deviations thereof which are smaller than “100”.Unless otherwise noted, all component or composition levels are in reference to the active portion of that component or composition, and are exclusive of impurities, for example, residual solvents or by-products, which may be present in commercially available sources of such components or compositions.All temperatures herein are in degrees Celsius (°C) unless otherwise indicated. Unless otherwise specified, all measurements herein are conducted at 20°C and under atmospheric pressure. In all embodiments of the present disclosure, all percentages are by weight of the total composition, unless specifically stated otherwise. All ratios are weight ratios, unless specifically stated otherwise.Description of cleaning compositions, formulations and their ingredientsThe publication IPCCM000274907D published on www.IP.com is regarded as Reference RF1 , which is incorporated herein by reference in its entirety. The publication Prior Art Disclosure; Issue 684; paragraphs

[3000] to

[3061] ; ISSN: 2198-4786; published: February 12, 2024 will be regarded as Reference RF2, which is incorporated herein by reference in its entirety.The phrase "cleaning composition", as used herein, includes compositions and formulations designed for cleaning soiled material. Such compositions and formulations include those designed forcleaning soiled material or surfaces of any kind, more preferably compositions for Fabric and Home Care. “Cleaning compositions” are defined in more detail in paragraphs

[0001] ,

[0002] ,

[0004] and

[0007] of Reference RF1.“Compositions for Fabric and Home Care” include cleaning compositions and formulations including but not limited to laundry cleaning compositions and detergents and hard surface cleaning compositions including dish washing compositions, more preferably liquid laundry formulations, solid laundry compositions, liquid manual dish wash formulations, automatic dish wash (ADW) gels and automatic dish wash (ADW) solid compositions. “Compositions for Fabric and Home Care” are defined in more detail in paragraph

[0003] of Reference RF1 .The cleaning compositions of the invention including the inventive polymer(s) may - and preferably do - contain adjunct cleaning additives (also abbreviated herein as “adjuncts”), such adjuncts being preferably in addition to a surfactant system as defined before.24045123Suitable adjunct cleaning additives include further polymers, surfactants or surfactant systems, builders, cobuilders, enzymes, enzyme stabilizing systems, structurants or thickeners, clay soil removal / anti-redeposition agents, solubilizing agents, chelating agents, bleaching compounds, bleaching agents, bleach activators, bleach catalysts, brighteners, malodor control agents, pigments, dyes, opacifiers, hueing agents, dye transfer inhibiting agents, chelating agents, suds boosters, suds suppressors (antifoams), color speckles, silver care, anti-tarnish and / or anti-corrosion agents, alkalinity sources, pH adjusters, pH-buffer agents, hydrotropes, scrubbing particles, antibacterial agents, anti-oxidants, softeners, carriers, processing aids, pro-perfumes, dye fixation agent and perfumes.In preferred embodiments, the cleaning compositions comprise the inventive polymer(s) and an additional polymer, preferably cleaning polymers and / or soil release polymers. “Cleaning polymers and soil release polymers” are defined in more detail in paragraphs

[0032] to

[0034] of Reference RF1. These polymers include polycarboxylates, alkoxylated polyalkylenamines, alkoxylated polyalkylenimines, polyether-based polymers, rheology-modifying polymers, dye inhibition polymers and soil release polymers as defined in more detail in paragraphs

[3035] to

[3044] of Reference RF2.The additional polymers may include, without limitation, “multifunctional alkoxylated polyethylene imines” (for example BASF’s Sokalan® HP20), “multifunctional alkoxylated diamines” (for example BASF’s Sokalan® HP96), BASF’s Sokalan® SR400 A and also terephthalic acid-based polyesters like Clariant’s TexCare®, such as TexCare® SRN 170, TexCare® SRN 172, TexCare® SRN 260, TexCare® SRN 260 SG Terra and TexCare® SRA 300 as well as distinct combinations of all of the before mentioned polymers. Also included are graft polymers comprising a polyalkylene oxide based backbone with grafted side chains of vinyl ester monomer and optionally N- vinylpyrrolidone monomers.In preferred embodiments, the cleaning compositions comprise the inventive polymer(s) and a surfactant or surfactant system. “Surfactants” are anionic, non-ionic, cationic, amphoteric and zwitter-ionic surfactants defined in more detail in paragraphs

[3008] to

[3034] of Reference RF2. In addition, these surfactants are also described in more detail in paragraphs

[0008] to

[0013] of Reference RF1.Anionic surfactants for inventive cleaning compositions include linear alkylbenzenesulfonates (LAS), alkyl sulfates (AS), alkyl alkoxy sulfates (AES), alkyl alkoxy carboxylates, modified alkylbenzene sulfonate (MLAS), methyl ester sulfonate (MES), alkyl sulfosuccinates, alpha-olefin sulfonate (AOS), alkyl polyglycosides (APG) and biosurfactants, such as rhamnolipids and sophorolipids. Non-ionic surfactants for inventive cleaning compositions include alkoxylates (such as PLURONIC® from BASF), alkoxylated alcohols, alkoxylated fatty acids and alkoxylated (poly-)saccharides. Cationic surfactants for inventive cleaning compositions include surfactants comprising a quaternary ammonium. Amphoteric surfactants for inventive cleaning compositions include amine oxides. Zwitter-ionic surfactants for inventive cleaning compositions include betaines.In preferred embodiments, the cleaning compositions comprise the inventive polymer(s) and a builder. “Builders” are defined in more detail in paragraphs

[0014] to

[0018] of Reference RF1. These builders include non-phosphate based builders (NPB) and phosphonates (CoP) described in more detail in paragraphs

[3001] to

[3005] of Reference RF2.Builders may include, without limitation, methylglycinediaceticacid (MGDA), ethylenediaminedisuccinic acid (EDDS), glutamic acid diacetate (GLDA), citric acid and salts thereof.In preferred embodiments, the cleaning compositions comprise the inventive polymer(s) and an enzyme. “Enzymes” are defined in more detail in paragraphs

[0020] to

[0027] of Reference RF1.Enzymes may include hydrolases, such as proteases, amylases, lipases, DNases, cellulases, hemicellulases, phospholipases, esterases, mannanases, xylanases, dispersins, oxidoreductases, cutinases, pectate lyases, pectinases, lactases and peroxidases. In more preferred embodiments, the cleaning composition comprises, in addition to the inventive compound(s), a protease and a protease stabilizing system comprising a peptide aldehyde.In preferred embodiments, the cleaning compositions comprise the inventive polymer(s) and a biocide. “Biocides” are defined in more detail in paragraphs

[0035] and

[0036] of Reference RF1. These biocides also include compounds as defined in more detail in paragraphs

[3006] and

[3007] of Reference RF2.Biocides may include, without limitation, 2-phenoxyethanol and 4,4’-dichoro 2-hydroxydiphenylether.Further adjunct cleaning additives are included and described in more detail in paragraphs

[0005] ,

[0006] ,

[0019] ,

[0028] to

[0031] and

[0037] to

[0039] of Reference RF1 .Liquid laundry formulations, solid laundry compositions, liquid manual dish wash formulations, automatic dish wash (ADW) gels and automatic dish wash (ADW) solid compositions comprising inventive polymer(s) are defined in more detail in paragraph

[0041] of Reference RF1.In one preferred embodiment, the detergent composition is a liquid laundry detergent composition compris ing the polymer according to this invention. Other ingridients, including the level and ratios, of liquid laundry detergent composition are described in US1 1807829.In one preferred embodiment, the composition is a detergent composition comprising the polymer according to this invention contained in an internal compartment of a water-soluble unit dose article. The water-soluble unit dose article comprises at least one water-soluble film orientated to create at least one unit dose internal compartment,25 wherein the at least one unit dose internal compartment comprises the detergent composition. The water-soluble film, other ingredients of the detergent composition including their ratios, as well as the process of making the unit dose article are described in US202401581 13.In one preferred embodiment, the composition is a solid free-flowing particulate laundry detergent composition comprising the polymer according to this invention. Other ingridients of suitable composition are described in US20060035802. The comosition may comprises carbxymethyl cellulose (CMC), suitable CMC and compositions are discribed in US8349789. The composition may comprises enzymes, suitale enzymes and composition are described in EP1867708, EP1712610, EP2566960, EP3095861 and US10781408. The composition may comprises polycarboxylate polymers, suitable polycarboxylate polymers and composition are disclosued in US8969284. The composition can have low pH, suitalbe low pH composition is described in US9090858.In one preferred embodiment, the composition is a fibrous water-soluble unit dose article comprising the polymer according to this invention. As used herein, the phrases “water-soluble unit dose article,” “water-soluble fibrous structure”, and “water-soluble fibrous element” mean that the unit dose article, fibrous structure, and fibrous element are miscible in water. In other words, the unit dose article, fibrous structure, or fibrous element is capable of forming a homogeneous solution with water at ambient conditions. “Ambient conditions” as used herein means 23°C ± 1 ,0°C and a relative humidity of 50% ± 2%. The water-soluble unit dose article may contain insoluble materials, which are dispersible in aqueous wash conditions to a suspension mean particle size that is less than about 20 microns, or less than about 50 microns. The fibrous water-soluble unit dose article may include any of the disclosures found in US20180216052; US20180216050, US20230265365, US20220356419, US8765170.In one preferred embodiment, the composition is a laundry scent additive comprising the polymer according to this invention. Other ingredient of the composition, including the ratios, as well as the process of making suitable composition are disclosed in WO201 1056938, US10487293, US1 1332699, US10640731 , US20170260482, US20240254414.In one preferred embodiment, the composition is a hand dish washing detergent composition comprising the polymer according to this invention. Other ingredient of the composition such as surfactants, including the ratios, the process of making suitable composition, as well as suitable container / package for the composition are disclosed in EP3971270 and EP351 1402. Method of UseThe compositions of this invention, prepared as hereinbefore described, can be used to form aqueous washing / treatment solutions for use in the laundering / treatment of fabrics. Generally, an effective amount of such compositions is added to water, for example in a conventional fabric automatic washing machine, to form such aqueous laundering solutions. The aqueous washing solution so formed is then contacted, typically under agitation, with the fabrics to be laundered / treated therewith. An effective amount of the liquid detergent compositions herein added to water to form aqueous laundering solutions can comprise amounts sufficient to form from about 500 to240451267,000 ppm of composition in aqueous washing solution, or from about 1 ,000 to 3,000 ppm of the laundry care compositions herein will be provided in aqueous washing solution.Typically, the wash liquor is formed by contacting the laundry care composition with wash water in such an amount so that the concentration of the laundry care composition in the wash liquor is from above 0.2g / l to 5g / l, or from1 g / l, and to 4.5g / l , or to 4. Og / I, or to 3.5g / l, or to 3. Og / I, or to 2.5g / l, or even to 2. Og / I , or even to 1 ,5g / l . The method of laundering fabric or textile may be carried out in a top-loading or front-loading automatic washing machine or can be used in a hand-wash laundry application. In these applications, the wash liquor formed and concentration of laundry detergent composition in the wash liquor is that of the main wash cycle. Any input of water during any optional rinsing step(s) is not included when determining the volume of the wash liquor.The wash liquor may comprise 40 liters or less of water, or 30 liters or less, or 20 liters or less, or 10 liters or less, or 8 liters or less, or even 6 liters or less of water. The wash liquor may comprise from above 0 to 15 liters, or from2 liters, and to 12 liters, or even to 8 liters of water. Typically, from 0.01 kg to 2kg of fabric per liter of wash liquor is dosed into said wash liquor. Typically, from 0.01 kg, or from 0.05kg, or from 0.07kg, or from 0.10kg, or from 0.15kg, or from 0.20kg, or from 0.25kg fabric per liter of wash liquor is dosed into said wash liquor. Optionally, 50g or less, or 45g or less, or 40g or less, or 35g or less, or 30g or less, or 25g or less, or 20g or less, or even 15g or less, or even 10g or less of the composition is contacted to water to form the wash liquor. Such compositions are typically employed at concentrations of from about 500 ppm to about 15,000 ppm in solution. When the wash solvent is water, the water temperature typically ranges from about 5 °C to about 90 °C and, when the situs comprises a fabric, the water to fabric ratio is typically from about 1 :1 to about 30: 1. Typically the wash liquor comprising the laundry care composition of the invention has a pH of from 3 to 1 1 .5.In one aspect, such method comprises the steps of optionally washing and / or rinsing said surface or fabric, contacting said surface or fabric with any composition disclosed in this specification then optionally washing and / or rinsing said surface or fabric is disclosed, with an optional drying step.yDrying of such surfaces or fabrics may be accomplished by any one of the common means employed either in domestic or industrial settings. The fabric may comprise any fabric capable of being laundered in normal consumer or institutional use conditions, and the invention is suitable for cellulosic substrates and in some aspects also suitable for synthetic textiles such as polyester and nylon and for treatment of mixed fabrics and / or fibers comprising synthetic and cellulosic fabrics and / or fibers. As examples of synthetic fabrics are polyester, nylon, these may be present in mixtures with cellulosic fibers, for example, polycotton fabrics. The solution typically has a pH of from 7 to 1 1 , more usually 8 to 10.5. The compositions are typically employed at concentrations from 500 ppm to 5,000 ppm in solution. The water temperatures typically range from about 5°C to about 90°C. The water to fabric ratio is typically from about 1 : 1 to about 30:1.24045127Another method includes contacting a nonwoven substrate, which is impregnated with the detergent composition, with a soiled material. As used herein, “nonwoven substrate” can comprise any conventionally fashioned nonwoven sheet or web having suitable basis weight, caliper (thickness), absorbency, and strength characteristics. Nonlimiting examples of suitable commercially available nonwoven substrates include those marketed under the trade names SONTARA® by DuPont and POLY WEB® by James River Corp.Carbon Source of Raw MaterialsThe raw materials for preparation of the surfactant, polymers and other fabric and home ingredients can be based on fossil carbon or renewable carbon. Renewable carbon is a carbon source that avoids the use of fossil carbon such as natural gas, coal, petroleum. Typically, renewable carbon is derived from biomass, carbon capture, or chemical recycling.Biomass is a renewable carbon source formed through photosynthesis in the presence of sunlight, or chemosynthesis process in the absence of sunlight. In some cases, polymers isolated from biomass can be used directly, or further derivatized to make performance polymers. For example, the use of polysaccharide (such as starch) and derivatized polysaccharide (such as cellulose derivatives, guar derivatives, dextran derivatives) in fabric home care composition are known. In some cases, biomass can be converted into basic chemicals under certain thermal, chemical, or biological conditions. For example, bioethanol can be derived from biomass such as straw, and further convert to biobased ethylene oxice, polyethylene glycol, etc. Other nonlimiting examples of renewable carbon from biomass include plants (e.g., sugar cane, beets, corn, potatoes, citrus fruit, woody plants, lignocellulosics, hemicellulosics, cellulosic waste), animals, animal fats, fish, bacteria, fungi, plant-based oils, and forestry products. These resources can be naturally occurring, hybrids, or genetically engineered organisms.Carbon capture is another renewable carbon source which use various process to capture CO2 or methane from industrial or natural processes, or directly from air (direct capture). Captured methane and CO2 maybe converted into syngas, and / or further convert to basic chemicals, including but not limit to methanol, ethanol, fatty alcohols such as C12 / C14 or even C / C alcohols, other alcohols, olefins, alkanes, saturated and unsaturated organic acids, etc. These basic chemicals can used as orfurther convert to monomers for making transformed to usable chemicals by e.g., catalytic processes, such as the Fischer-Tropsch process or by fermentation by Ci -fixing microorganisms.Chemical recycling is another renewable carbon source which allow plastics from waste management industry to be recycled and converted into base chemicals and chemical feedstocks. In some cases, waste plastics which cannot be re-used or mechanical recycled are convert to hydrocarbons or basic petrochemicals through gasification, pyrolysis or hydrothermal treatment processes, the hydrocarbons and basic petrochemicals can be further convert into monomers for polymers. In some cases, waste plastics are depolymerized into monomers to make new polymers. It is also possible that waste plastics are depolymerized into oligomers, the oligomers can be used as building blocks to make new polymers. The waste plastic converted by various processes to a waste plastic24045128 feedstock for the above materials may either be used alone or in combination with traditional surfactant feedstocks, such as kerosene, polyolefins derived from natural gas, coal, crude oil or even biomass, or waste fat / oil -derived paraffin and olefin, to produce biodegradable surfactants for use in detergents and other industries (thereby providing a benefit to society).Preferably, the surfactant, polymers and other ingredients contains renewable carbon, the Renewable Carbon Index (RCI, a measure of sustainability by dividing the number of carbons derived from renewable sources by the total number of carbons in an active ingredient) of the polymer is above 10%, more preferably above 30%, more preferably above 50%, more preferably above 60%, more preferably between 70% to 100%, and most preferably 100%.ExamplesBelow is a list of compounds used to generate data of the present application.SynthesisInventive example 3: 1,2-ethylene diamine, propoxylated with 40 mole propylene oxide and ethoxylated with 8 mole ethylene oxide 3a 1,2-ethylene diamine, propoxylated with 40 mole propylene oxide24045129In a 2 I autoclave 102.3 g 1 ,2-ethylene diamine, propoxylated with 4 mole propylene oxide (Quadrol® L, BASF SE) and 1 .7 g potassium tert, butoxide were placed and the mixture was heated to 140°C. The vessel was purged three times with nitrogen. 731 .8 g propylene oxide was added continously within 10 hours. To complete the reaction, the mixture was allowed to post-react for additional 10 hours at 140°C. The reaction mixture was stripped with nitrogen and volatile compounds were removed in vacuo (10 mbar) at 90°C for 2 hours. 825.0 g of a light orange oil was obtained (hydroxyl number 103.3 mgKOH / g; amine number 52.3 mgKOH / g).3b 1,2-ethylene diamine, propoxylated with 40 mole propylene oxide and ethoxylated with 8 mole ethylene oxideIn a 2 I autoclave 361.9 g 1 ,2-ethylene diamine, propoxylated with 40 moles propylene oxide (inventive example 3a) was heated to 130°C, and the vessel was purged three times with nitrogen. 53.1 g ethylene oxide was added continously within 0.5 hours. To complete the reaction, the mixture was allowed to post-react for additional 5 hours at 130°C. The reaction mixture was stripped with nitrogen and volatile compounds were removed in vacuo (10 mbar) at 90°C for 2 hours. 412.0 g of a light orange oil was obtained (hydroxyl number 88.3 mgKOH / g; amine number 46.9 mgKOH / g).The other examples and comparative examples were prepared in a similar way as described previously (e.g. WO2021 / 165468 A, WO2021 / 165493 A, WO2022 / 136408 A etc.)Polymer biodegradabilityBiodegradation of polymers in in wastewater was tested in triplicate using the OECD 301 F manometric respirometry method. OECD 301 F is an aerobic test that measures biodegradation of a sample by measuring the consumption of oxygen. To a measured volume of medium, 100 mg / L test substance, which is the nominal sole source of carbon is added along with the inoculum (30 mg / L, aerated sludge taken from Mannheim wastewater treatment plant). This is stirred in a closed flask at a constant temperature (20°C or 25°C) for 28 or 56 days, respectively. The consumption of oxygen is determined by measuring the change in pressure in the apparatus using an OxiTop® C (Xylem 35 Analytics Germany Sales GmbH & Co KG). Evolved carbon dioxide is absorbed in a solution of sodium hydroxide. Nitrification inhibitors are added to the flask to prevent usage of oxygen due to nitrification. The amount of oxygen taken up by the microbial population during biodegradation of the test substance (corrected for uptake by blank inoculum, run in parallel) is expressed as a percentage of ThOD (Theoretical oxygen demand, which is measured by the elemental analysis of the compound). A positive control Glucose / Glucosamine is run along with the test samples for each cabinet.Below is a list of polymers and their respective biodegradation after 28 days.24045130Wash testsPolymer anti-redeposition performance in laundry detergentsThe following liquid laundry detergent composition was used as base detergent to test polymer anti-redeposition performance. Polymer anti-redeposition performance were tested using the following conditions: 3000 ppm clay, 1200 ppm base detergent / 20°C / 1 mM hardness / 34.2 ppm polymer.Liquid laundry base detergent for polymer anti-redeposition and cleaning test.24045131aFluorescent Brightener is disodium 4,4'-bis{[4-anilino-6-morpholino-s-triazin-2-yl]-amino}-2,2'- stilbenedisulfonate or 2,2'-([1 ,1 '-Biphenyl]-4,4'-diyldi-2,1 -ethenediyl)bis-benzenesulfonic acid disodium salt.b3,5-bis(1,1-dimethylethyl)-4-hydroxybenzenepropanoic acid, methyl ester [6386-38-5]cDow Corning supplied antifoam blend 80-92% ethylmethyl, methyl(2-phenyl propyl)siloxane; 5-14% MQ Resin in octyl stearate a 3-7% modified silica.Test preparation:The following fabric are provided for the whiteness benefit test:Knitted Cotton: Test fabrics, Inc 403 cotton interlock knit tubularCW120, available from Empirical Manufacturing Company (Cincinnati, OH, USA).The fabrics were prepared according to the following method: 400g fabrics are washed in a WE Miniwasher Electrolux EWC1350 (3.5 litre water) twice using the short program (45-minute wash cycle followed by three rinse cycles; total program is 90 minutes) at 60°C with 18.6g Ariel™ Compact powder detergent, twice using the short program, at 60°C nil detergent, and then three times using the short program at 40°C with 8.2 g Lenor™ Concentrate (a fabric enhancer) into each main wash. Fabrics are then dried in a tumble dryer on cupboard dry until dry.Test Method:Each sample is run in a 96 well plate simulated washing system that uses magnetized bearings to simulate the agitation of a typical full scale washing machine according to the following conditions: 750 ppm detergent concentration, 150 pi L water per well, 20°C, water hardness of 1.0 mM (3:1 Ca+2: Mg+2molar ratio), wash pH of 8.3, 3000 ppm Arizona test dust (supplied by PTI, Powder Technology Inc).Each fabric is washed for 60 minutes and dried in the dark under ambient conditions. For each wash condition, there are six 96 well plates, and eight internal replicates per 96 well plate, for a total of 48 replicates.When the samples are dry, L*, a*, b* and CIE Wl are measured on each 96 well plate spot using a Spectra LFPqb imaging system (Barbieri electronic snc / OHG). For each treatment, the average CIE Wl is determined. Delta CIE Wl, as reported in Table below, is the difference of the average CIE Wl of the sample vs. the average CIE Wl of a control sample without the tested polymer (nil polymer).For the whiteness index, the CIE whiteness index formula was used and delta Wl was calculated as follows: delta Wl on a substrate = Wl technology - Wl nil.24045132The results are shown in table below, inventive polymers can deliver clear anti-redeposition performance.Polymer anti-redeposition performance on knitted cotton (washed and FE treated)Polymer cleaning performance in laundry detergentPolymer cleaning performance in laundry detergent were carried out with the formulation as described in the above table and the washing conditions for single wash cycle performance can be summarized as follows:Machine: Launder-o-meterWashing liquor 500 mLWashing time 30 minutesWashing temperature 25° C.Detergent concentration 1.2 g / LWater hardness 1 mmol / L; (Ca:Mg) :HCO3 (4:1):8Soiled fabrics: WFK 20D (Sebum Bey) from CFT, PC-S-132 (High Discriminative Sebum Bey) from CFT, PC-S-94 (ASTM Dust Sebum) from CFT, GSRTBB001 (Burnt Butter) from Equest, GSRTDBG001 (Dyed Bacon Grease) from Equest, GSRTCBE001 (Cooked Beef Fat) from EquestAfter the one cycle, soiled fabrics were twice rinsed with water, followed by shortly spin-drying and drying at room temperature over a period of 12 hours.For each stain, there are 3 Launder-o-meter runs with 2 replicates per run, for a total of 6 replicates.To evaluate the primary detergency of the stains, soiled fabrics were determined before and after washing using soil removal index (SRI) formula from ASTM D4265. For obtaining the reflectance values for the respective fabric both before and after washing using a reflectometer (MACH5+, a multi area color measurement instrument from ColourConsult). Higher delta reflectance values demonstrate a better primary detergency.ASTM D4265 - 14: Evaluation of Stain Removal Performance in Home Laundry Stain Removal Index = SRI24045133SRI = 100 x (((delta E*(before wash - unstained) - delta E*( after wash - unstained)) / delta E*(before wash - unstained))) delta E* = ( (delat L*)2+ (delta a*)2+ (delta b*)2), / zThe cleaning performance of inventive and comparative polymers is summarized in the below table. Inventive polymers can deliver clear improvement on sebum and fatty stain removal.

Claims

24045134 Claims1 . A diamine alkoxy late, wherein at least one of the NH-functionalities of the diamine is modified to form a polyalkylene oxide branch, each of the at least one polyalkylene oxide branches comprises ethylene oxide (EO) and propylene oxide (PO), the weight average molecular weight (Mw) of the alkoxylated diamine is in the range of from 1 .800 to 3.200 g / mol, and the propylene oxide content is between 80 % to 95% by weight in relation to the total weight of the diamine alkoxy I ate.

2. The diamine alkoxylate according to claim 1 , wherein the diamine has two primary amino groups.

3. The diamine alkoxylate according to claim 1 or 2, wherein each of the polyalkylene oxide branches comprises or consists of on averageI) at least 1 ethylene oxide unit (EOs) and preferably at least 2 EOs; andII) at least 7 polypropylene oxide units (POs) and preferably at least 9 POs and more preferably at least 10 POs.

4. The diamine alkoxylate according to anyone of claims 1 to 3, wherein each of the polyalkylene oxide branches comprises or consists of on averageI) not more than 3 EOs and preferably not more than 2 EOs; andII) not more than 12 POs and preferably not more than 1 1 POs.

5. The diamine alkoxylate according to anyone of claims 1 to 4, wherein the diamine has a weight ranging from 50 to 1500 g / mol, preferably from 60 to 1000 g / mol and more preferably from 60 to 200 g / mol.

6. The diamine alkoxylate according to anyone of claims 1 to 5, wherein the weight average molecular weight (Mw) of the diamine alkoxylate is in the range of from 2.100 to 3.000 g / mol, preferably in the range of from 2.300 to 2.900 g / mol, more preferably in the range of from 2.500 to 2.800 g / mol.

7. The diamine alkoxylate according to anyone of claims 1 to 6, wherein the diamine used to form the diamine alkoxylate is selected from the group consisting of 1 ,2-Diaminoethane (EDA), 1 ,3-Diaminopropane, 2,2-Dimethyl- 1 ,3-diaminopropane, 1 ,4-Diaminobutane, 1 ,5-Diaminopentane, 1 ,6-Diaminohexane, 1 ,7-Diaminoheptane, 1 ,8- Diaminooctane, Cyclohexyl-diamine and Methylcyclohexyl-diamine.240451358. The diamine alkoxylate according to anyone of claims 1 to 7, wherein each of the polyalkylene oxide branches comprises a block or random structure of ethylene oxide and propylene oxide, preferably a block structure, more preferably a polyethylene oxide and polypropylene oxide block and even more preferably the diamine is first modified with the polypropylene oxide and secondly with the polyethylene oxide block.

9. The diamine alkoxylate according to anyone of claims 1 to 8, wherein said diamine alkoxylate demonstrates at least 20%, preferably at least 40% or more preferably at least 60% biodegradability according to standard OECD 301 F after 56 days, preferably after 28 days.

10. A process for preparing the diamine alkoxylate according to anyone of claims 1 to 9, wherein a diamine that has two primary amino groups is reacted with (I) at least 28 propylene oxide molecules and (II) at least 4 ethylene oxide molecules in order to obtain the respective diamine alkoxylate.1 1. The process according to claim 10, wherein the diamine is selected from the group consisting of 1 ,2- Diaminoethane (EDA), 1 ,3-Diaminopropane, 2,2-Dimethyl-1 ,3-diaminopropane, 1 ,4-Diaminobutane, 1 ,5- Diaminopentane, 1 ,6-Diaminohexane, 1 ,7-Diaminoheptane, 1 ,8-Diaminooctane, Cyclohexyl-diamine and Methylcyclohexyl-diamine.

12. Use of the diamine alkoxylate according to any one of claims 1 to 9 in laundry detergents, in cleaning compositions, in fabric and home care products, in cosmetic formulations, as crude oil emulsion breaker, in pigment dispersions for ink jet inks, in formulations for electro plating, in cementitious compositions and / or as dispersant for agrochemical formulations, preferably in cleaning compositions and / or in fabric and home care products .

13. Use according to claim 12 in cleaning compositions and / or in fabric and home care products, preferably in cleaning compositions forI) whiteness improvement, and / orII) sebum removal, and / or ill) improved removal of oily / fatty stains, and / or iv) soil removal of particulate stains, and / or v) dispersion and / or emulsification of soils, and / or vi) modification of treated surface to improve removal upon later re-soiling, and / or most preferably in cleaning compositions forI) whiteness improvement,24045136 each of the before mentioned options i) to vi) preferably for use in a laundry detergent formulation and / or a manual dish wash detergent formulation and / or in a formulation suitable for (pre)-treatment of textiles and / or soap bars, more preferably in a liquid laundry detergent formulation and / or a liquid manual dish wash detergent formulation.

14. A laundry detergent, cleaning composition, fabric and home care product, cosmetic formulation, crude oil emulsion breaker, pigment dispersion for ink jet inks, formulation for electro plating, cementitious composition and / or dispersant for agrochemical formulations, comprising at least one diamine alkoxylate according to any of claims 1 to 9, preferably laundry detergent, cleaning composition and / or fabric and home care product, comprising at least one diamine alkoxylate according to any of claims 1 to 9.

15. The laundry detergent, cleaning composition, fabric or home care product according to claim 14 further comprising(a) an antimicrobial agent selected from the group consisting of 2-phenoxyethanol and 4,4’-dichoro 2- hydroxydiphenylether; preferably comprising 2-phenoxyethanol in an amount ranging from 2ppm to 5% by weight of the composition; more preferably comprising 0.1 to 2% of phenoxyethanol or preferably comprising 4,4’ -dichoro 2-hydroxydiphenylether in a concentration from 0.001 to 3%, more preferably 0.002 to 1 %, even more preferably 0.01 to 0.6%, each by weight of the composition, and / or(b) at least one enzyme selected from the list consisting of lipases, hydrolases, amylases, DNases, proteases, cellulases, hemicellulases, phospholipases, esterases, mannanases, xylanases, dispersins, oxidoreductases, cutinases, pectate lyases, pectinases, lactases and peroxidases, and combinations of at least two of the foregoing types, preferably selected from one or more lipases, hydrolases, amylases, proteases, cellulases, and combinations of at least two of the foregoing types, more preferably at least one enzyme being selected from proteases and / or(c) at least one surfactant selected from the group consisting of anionic surfactants and non-ionic surfactants, and / or(d) at least one chelating agent selected from the group consisting of methylglycinediaceticacid (MGDA), glutamic acid diacetate (GLDA), citric acid and salts thereof.

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