Laundry detergent complex

Abstract

There is provided a laundry detergent comprising a carrier, a cleaning surfactant, and a cleaning booster, wherein the cleaning booster is of formula (I), R 1 -A 1 -R 1 (I) wherein A 1 is a divalent linking group having from ~24 carbon atoms, and each R 1 is independently selected from the group consisting of formula (II), formula (III), and formula (IV), 【Chemical 1】 JPEG2025520383000043.jpg58170 wherein * is the point of attachment to formula (I), a is from 1 to 2, b is from 1 to 2, and R 2 is of formula (V), 【Chemical 2】 JPEG2025520383000044.jpg15170 wherein * is the point of attachment to the relevant basic formula, R 3 is selected from hydrogen and a C 1~22 alkyl group, R 4 , and R 5 are independently selected from hydrogen and a C 1~2 alkyl group, provided that at least one of R 4 , and R 5 is hydrogen in each subunit c, provided that c is from 0 to 30, provided that when the divalent linking group A 1 has 4 carbon atoms, the divalent linking group A 1 contains a ring.

Description

Technical Field

[0001] The present invention relates to a laundry detergent composition. Specifically, the present invention relates to a laundry detergent composition comprising a carrier, a cleaning surfactant, and a cleaning booster, wherein the cleaning booster is of formula (I), R 1 -A 1 -R 1 (I) wherein A 1 is a divalent linking group having 4 to 24 carbon atoms, and each R 1 is independently selected from the group consisting of formula (II), formula (III), and formula (IV),

[0002]

Chemical formula

[0003]

Chemical formula

[0004] Liquid and gel-form laundry detergents that provide excellent overall cleaning are desirable to consumers. Such laundry detergents typically contain surfactants among other ingredients to achieve the desired cleaning benefits for consumers. Nevertheless, due to the increasing environmental sensitivity and rising material costs, there is a growing trend to reduce the use of surfactants in laundry detergents. As a result, the detergent industry is seeking ways to reduce the amount of surfactant per unit dose of laundry detergent while maintaining the overall cleaning performance.

[0005] One approach to reducing the unit dose of surfactant is to incorporate polymers into liquid detergent formulations, as described by Boutique et al. in U.S. Patent Application Publication No. 2009 / 0005288. Boutique et al. disclose graft copolymers of polyethylene, polypropylene, or polybutylene oxide and vinyl acetate in a weight ratio of about 1:0.2 to about 1:10 for use in liquid or gel laundry detergent formulations having about 2 to about 20% by weight of surfactant.

[0006] Nevertheless, there remains a continuing need for liquid laundry detergent formulations that exhibit maintained primary cleaning performance at reduced surfactant loadings and preferably also provide improved soil redeposition prevention performance. There is also a continuing need for new cleaning boosters that have improved biodegradability according to the OECD 301F protocol when compared to conventional cleaning boosters.

[0007] The present invention provides a laundry detergent formulation comprising a carrier, a cleaning surfactant, and a cleaning booster, wherein the cleaning booster is of formula (I), R 1 -A 1 -R 1 (I) wherein A 1 is a divalent linking group having 4 to 24 carbon atoms, and each R 1 is independently selected from the group consisting of formula (II), formula (III), and formula (IV),

[0008] [Chemical formula] In the formula, in formula (II), formula (III), and formula (IV), * is the bonding point to formula (I), a is 1 or 2, b is 1 or 2, and each R 2 is independently of the formula (V),

[0009] [Chemical formula] In the formula, in formula (V), * is the bonding point to the relevant basic formula, and R 3 is selected from the group consisting of hydrogen and C 1~22 alkyl group, and each R 4 , and R 5 are independently selected from the group consisting of hydrogen and C 1~2 alkyl group, provided that at least one of R 4 , and R 5 is hydrogen in each subunit c, and c is 0 to 30, provided that when the divalent linking group A 1 has 4 carbon atoms, the divalent linking group A 1 contains a ring.

[0010] The present invention provides a laundry detergent composition comprising a carrier, a cleaning surfactant, and a cleaning booster, and the cleaning booster is of formula (Ia), R 1 -(CH2) n -R 1 (Ia) In the formula, n is 5 to 24, and each R 1 is independently selected from the group consisting of formula (II), formula (III), and formula (IV), and in the formula, in formula (II), formula (III), and formula (IV), * is the bonding point to formula (I), a is 1 or 2, b is 1 or 2, and each R 2 is independently of the formula (V), and in the formula, in formula (V), * is the bonding point to the relevant basic formula, and R 3is selected from the group consisting of hydrogen and C 1~22 alkyl groups, and each R 4 , and R 5 is independently selected from the group consisting of hydrogen and C 1~2 alkyl groups, provided that at least one of R 4 , and R 5 is hydrogen in each subunit c, and c is from 0 to 30.

[0011] The present invention provides a laundry detergent composition comprising a carrier, a cleaning surfactant, and a cleaning booster, wherein the cleaning booster is of formula (Ib),

[0012]

Chemical formula

[0013] The present invention provides a laundry detergent composition comprising a carrier, a cleaning surfactant, and a cleaning booster, wherein the cleaning booster is of formula (Ic),

[0014]

Chemical formula

[0015] The present invention provides a laundry detergent composition comprising a carrier, a cleaning surfactant, and a cleaning booster, wherein the cleaning booster is of formula (Id),

[0016]

Chemical formula

[0017] The present invention provides a method for washing a fabric article, the method comprising providing a soiled fabric article, providing a laundry detergent formulation according to the present invention, providing wash water, and applying the wash water and the laundry detergent formulation to the soiled fabric to provide a washed fabric article.

Mode for Carrying Out the Invention

[0018] Surprisingly, the laundry detergent formulations having the cleaning boosters described herein promote the improvement of the primary cleaning performance for sebum stain removal, while imparting good anti-redeposition performance against dust sebum and clay, and also exhibit a desirable biodegradability profile according to the OECD 301F protocol.

[0019] Unless otherwise indicated, ratios, percentages, parts, etc. are by weight. The weight percentage (or wt%) in the composition is the percentage of the dry weight, i.e., excluding any water that may be present in the composition.

[0020] Preferably, the laundry detergent formulations of the present invention can be formulated in any typical form, such as tablets, powders, single-dose, sachets, pastes, liquids, or gels. Most preferably, the laundry detergent formulations of the present invention are liquids or gels. Most preferably, the laundry detergent formulations of the present invention are aqueous laundry detergent formulations.

[0021] Preferably, the detergent composition of the present invention (preferably, the detergent composition is a liquid detergent composition) comprises a carrier (preferably, a liquid carrier), a cleaning surfactant, and a cleaning booster, and the cleaning booster is of formula (I) (preferably, formula (I) is selected from the group consisting of formula (Ia), formula (Ib), formula (Ic), and formula (Id) (preferably, formula (Ia) and formula (Ib))), R 1 -A 1 -R 1 (I) wherein A 1 is a divalent linking group having 4 to 24 carbon atoms (preferably, the divalent linking group A 1 is a divalent, cyclic or acyclic, straight-chain or branched-chain aliphatic hydrocarbon having 4 to 24 (preferably, 4 to 12) carbon atoms), each R 1 is independently selected from the group consisting of formula (II), formula (III), and formula (IV) (preferably, formula (II) and formula (III), most preferably, (III)),

[0022]

Chemical formula

[0023]

Chemical formula

[0024] Preferably, the laundry detergent composition of the present invention comprises a liquid carrier (preferably 25 to 97.9% by weight, more preferably 30 to 95.5% by weight, still more preferably 40 to 93% by weight, even more preferably 45 to 90.5% by weight, most preferably 50 to 87.5% by weight of the liquid carrier based on the weight of the laundry detergent composition), a cleaning surfactant (preferably 2% to 60% by weight, more preferably 4% to 50% by weight, still more preferably 6 to 40% by weight, even more preferably 7.5 to 35% by weight, most preferably 10 to 30% by weight of the cleaning surfactant based on the weight of the laundry detergent composition), and a cleaning booster (preferably 0.1 to 15% by weight, more preferably 0.5 to 12% by weight, still more preferably 1 to 10% by weight, even more preferably 2 to 8% by weight, most preferably 2.5 to 7.5% by weight of the cleaning booster based on the weight of the laundry detergent composition), and the cleaning booster is of formula (I) (preferably, formula (I) is selected from the group consisting of formula (Ia), formula (Ib), formula (Ic), and formula (Id) (preferably, formula (Ia) and formula (Ib))), wherein A 1 is a divalent linking group having 4 to 24 carbon atoms (preferably, the divalent linking group A 1 is a divalent, cyclic or acyclic, straight-chain or branched-chain aliphatic hydrocarbon having 4 to 24 (preferably 4 to 12) carbon atoms), each R 1 is independently selected from the group consisting of formula (II), formula (III), and formula (IV) (preferably, formula (II) and formula (III), most preferably (III)), wherein in formula (II), formula (III), and formula (IV) * is the point of attachment to formula (I), a is 1 or 2 (preferably 1), b is 1 or 2 (preferably 1) (preferably, a = b), each R 2 is independently of the formula (V) (i.e., in formula (II), formula (III), and formula (IV), each occurrence of R 2 may be the same as or different from each other), wherein in formula (V) * is the point of attachment to the relevant basic formula (i.e., formula (II), formula (III), or formula (IV)), each R3 is selected from hydrogen and C 1~22 alkyl groups (preferably hydrogen and C 1~5 alkyl groups, more preferably methyl, ethyl and butyl groups, still more preferably methyl and n-butyl groups, most preferably n-butyl group), each R 4 , and R 5 is independently selected from the group consisting of hydrogen and C 1~2 alkyl groups, provided that at least one of R 4 , and R 5 is hydrogen in each subunit c, where c is from 0 to 30 (preferably, provided that c is from 2 to 30, (preferably from 2 to 25, more preferably from 2 to 17, most preferably from 4 to 12), and is 70 to 100 mol% (preferably 80 to 100 mol%, more preferably 90 to 100 mol%, most preferably 95 to 100 mol%) of the occurrence of formula (V) in the cleaning booster, provided that when the divalent linking group A 1 has 4 carbon atoms, the divalent linking group A 1 contains a ring (preferably, provided that when the divalent linking group A 1 has 4 carbon atoms, the cleaning booster of formula (I) is selected from the group consisting of formula (Ib), formula (Ic), and formula (Id)).

[0025] Preferably, the laundry detergent composition of the present invention contains a carrier, and the carrier is selected from a solid and a liquid carrier. More preferably, the laundry detergent composition of the present invention is a liquid laundry detergent composition, and the carrier is a liquid carrier. Even more preferably, the laundry detergent composition of the present invention is a liquid laundry detergent composition, and contains a liquid carrier (25 to 97.9% by weight, preferably 30 to 95.5% by weight, more preferably 40 to 93% by weight, even more preferably 45 to 90.5% by weight, most preferably 50 to 87.5% by weight based on the weight of the laundry detergent composition). Even more preferably, the laundry detergent composition of the present invention is a liquid laundry detergent composition, and contains a liquid carrier (25 to 97.9% by weight, preferably 25 to 97.9% by weight, (more preferably 30 to 95.5% by weight, even more preferably 40 to 93% by weight, further more preferably 45 to 90.5% by weight, most preferably 50 to 87.5% by weight based on the weight of the laundry detergent composition), and the liquid carrier contains water. Most preferably, the laundry detergent composition of the present invention is a liquid laundry detergent composition, and contains a liquid carrier (25 to 97.9% by weight, preferably 25 to 97.9% by weight (more preferably 30 to 95.5% by weight, even more preferably 40 to 93% by weight, further more preferably 45 to 90.5% by weight, most preferably 50 to 87.5% by weight based on the weight of the laundry detergent composition), and the liquid carrier is water.

[0026] Preferably, the liquid carrier optionally contains a water-miscible liquid such as a C 1~3 alkanol, a C 1~3 alkanediol, and a mixture thereof. More preferably, the liquid carrier optionally contains a water-miscible liquid (0 to 10% by weight, preferably 0.2 to 8% by weight, more preferably 0.5 to 7.5% by weight of the water-miscible liquid based on the weight of the liquid carrier), and the water-miscible liquid is a C 1~3 alkanol, a C 1~3It is selected from the group consisting of alkane diols (for example, propylene glycol), and mixtures thereof. Most preferably, the liquid carrier optionally contains a water-miscible liquid (0 to 10% by weight, preferably 0.2 to 8% by weight, more preferably 0.5 to 7.5% by weight of the water-miscible liquid based on the weight of the liquid carrier), and the water-miscible liquid is selected from the group consisting of ethanol, propylene glycol, and mixtures thereof.

[0027] Preferably, the laundry detergent composition of the present invention contains a cleaning surfactant. More preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) contains a cleaning surfactant (2 to 60% by weight (preferably 4 to 50% by weight, more preferably 6 to 40% by weight, even more preferably 7.5 to 35% by weight, most preferably 10 to 30% by weight) of the cleaning surfactant based on the weight of the laundry detergent composition). Even more preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) contains a cleaning surfactant (2 to 60% by weight (preferably 4 to 50% by weight, more preferably 6 to 40% by weight, even more preferably 7.5 to 35% by weight, most preferably 10 to 30% by weight) of the cleaning surfactant based on the weight of the laundry detergent composition), and the cleaning surfactant is selected from the group consisting of anionic surfactants, nonionic surfactants, cationic surfactants, amphoteric surfactants, and mixtures thereof. Even more preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) contains a cleaning surfactant (2 to 60% by weight (preferably 4 to 50% by weight, more preferably 6 to 40% by weight, even more preferably 7.5 to 35% by weight, most preferably 10 to 30% by weight of the cleaning surfactant based on the weight of the laundry detergent composition), and the cleaning surfactant is selected from the group consisting of a mixture containing an anionic surfactant and a nonionic surfactant. Most preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) contains a cleaning surfactant (2 to 60% by weight (preferably 4 to 50% by weight, more preferably 6 to 40% by weight, even more preferably 7.5 to 35% by weight, most preferably 10 to 30% by weight of the cleaning surfactant based on the weight of the laundry detergent composition), and the cleaning surfactant contains a mixture of linear alkylbenzene sulfonate, sodium lauryl ethoxysulfate, and nonionic alcohol ethoxylate.

[0028] Examples of anionic surfactants include alkyl sulfates, alkylbenzene sulfates, alkylbenzene sulfonic acids, alkylbenzene sulfonates, alkyl polyethoxy sulfates, alkoxylated alcohols, paraffin sulfonic acids, paraffin sulfonates, olefin sulfonic acids, olefin sulfonates, alpha-sulfocarboxylates, esters of alpha-sulfocarboxylates, alkyl glyceryl ether sulfonic acids, alkyl glyceryl ether sulfonates, sulfates of fatty acids, sulfonates of fatty acids, sulfonates of fatty acid esters, alkylphenols, alkylphenol polyethoxy ether sulfates, 2-acryloxy-alkane-1-sulfonic acids, 2-acryloxy-alkane-1-sulfonates, beta-alkyloxyalkane sulfonic acids, beta-alkyloxyalkane sulfonates, amine oxides, and mixtures thereof. Preferred anionic surfactants include C 8~20 alkylbenzene sulfates, C 8~20 alkylbenzene sulfonic acids, C 8~20 alkylbenzene sulfonates, paraffin sulfonic acids, paraffin sulfonates, alpha-olefin sulfonic acids, alpha-olefin sulfonates, alkoxylated alcohols, C 8~20 alkylphenols, amine oxides, sulfonates of fatty acids, sulfonates of fatty acid esters, C 8~10 alkyl polyethoxy sulfates, and mixtures thereof. More preferred anionic surfactants include C 12~16 alkylbenzene sulfonic acids, C 12~16 alkylbenzene sulfonates, C 12~18 paraffin sulfonic acids, C 12~18 paraffin sulfonates, C 12~16 alkyl polyethoxy sulfates, and mixtures thereof.

[0029] Examples of nonionic surfactants include alkoxylates (e.g., polyglycol ethers, fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, end-capped polyglycol ethers, mixed ethers, hydroxy mixed ethers, fatty acid polyglycol esters, and mixtures thereof). Preferred nonionic surfactants include fatty alcohol polyglycol ethers. More preferred nonionic surfactants include secondary alcohol ethoxylates, ethoxylated 2-ethylhexanol, ethoxylated seed oils, butanol-capped ethoxylated 2-ethylhexanol, and mixtures thereof. Most preferred nonionic surfactants include secondary alcohol ethoxylates.

[0030] Examples of cationic surfactants include quaternary surfactant compounds. Preferred cationic surfactants include quaternary surfactant compounds having at least one of an ammonium group, a sulfonium group, a phosphonium group, an iodonium group, and an arsonium group. More preferred cationic surfactants include at least one of dialkyldimethylammonium chloride and alkyldimethylbenzylammonium chloride. Even more preferred cationic surfactants include C 16~18 dialkyldimethylammonium chloride, C 8~18 alkyldimethylbenzylammonium chloride, ditallowdimethylammonium chloride, and at least one of ditallowdimethylammonium chloride. Most preferred cationic surfactants include ditallowdimethylammonium chloride.

[0031] Examples of the amphoteric surfactant include betaine, amine oxide, alkylamide alkylamine, alkyl-substituted amine oxide, acylated amino acid, derivative of aliphatic quaternary ammonium compound, and mixtures thereof. Preferred amphoteric surfactants include derivatives of aliphatic quaternary ammonium compounds. More preferred amphoteric surfactants include derivatives of aliphatic quaternary ammonium compounds having a long-chain group with 8 to 18 carbon atoms. Even more preferred amphoteric surfactants include C 12~14 Examples include at least one of alkyldimethylamine oxide, 3-(N,N-dimethyl-N-hexadecyl-ammonio)propane-1-sulfonate, and 3-(N,N-dimethyl-N-hexadecylammonio)-2-hydroxypropane-1-sulfonate. Most preferred amphoteric surfactants include C 12~14 Examples include at least one of alkyldimethylamine oxide.

[0032] Preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) contains a cleaning booster (0.1 to 15% by weight (preferably, 0.5 to 12% by weight, more preferably, 1 to 10% by weight, even more preferably, 2 to 8% by weight, most preferably, 2.5 to 7.5% by weight of the cleaning booster based on the weight of the laundry detergent composition), and the cleaning booster is of formula (I) (preferably, formula (I) is selected from the group consisting of formula (Ia), formula (Ib), formula (Ic), and formula (Id) (preferably, formula (Ia) and formula (Ib))), R 1 -A 1 -R 1 (I) In the formula, A 1 is a divalent linking group having 4 to 24 carbon atoms (preferably, the divalent linking group A 1 is a divalent, cyclic or acyclic, straight-chain or branched-chain aliphatic hydrocarbon having 4 to 24 (preferably, 4 to 12) carbon atoms), and each R 1is independently selected from the group consisting of formula (II), formula (III), and formula (IV) (preferably formula (II) and formula (III), most preferably (III)),

[0033] [Chemical formula] wherein in formula (II), formula (III), and formula (IV), * is the point of attachment to formula (I), a is 1 or 2 (preferably 1), b is 1 or 2 (preferably 1), (preferably a = b), each R 2 is independently of the formula (V) (i.e., in formula (II), formula (III), and formula (IV), the individual occurrences of R 2 may be the same as or different from each other),

[0034] [Chemical formula] wherein in formula (V), * is the point of attachment to the relevant basic formula (i.e., formula (II), formula (III), or formula (IV)), each R 3 is selected from the group consisting of hydrogen and C 1~22 alkyl groups (preferably hydrogen and C 1~5 alkyl groups, more preferably methyl, ethyl, and butyl groups, still more preferably methyl and n - butyl groups, most preferably n - butyl group), each R 4 , and R 5 is independently selected from the group consisting of hydrogen and C 1~2 alkyl groups, provided that R 4 , and R 5At least one of them is hydrogen in each sub-unit c, where c is from 0 to 30 (preferably, however, c is from 2 to 30, (preferably from 2 to 25, more preferably from 2 to 17, most preferably from 4 to 12), and is 70 to 100 mol% (preferably 80 to 100 mol%, more preferably 90 to 100 mol%, most preferably 95 to 100 mol%) of the occurrence of formula (V) in the washing booster, provided that the divalent linking group A 1 when having 4 carbon atoms, the divalent linking group A 1 contains a ring (preferably, however, the divalent linking group A 1 when having 4 carbon atoms, the washing booster of formula (I) is selected from the group consisting of formula (Ib), formula (Ic), and formula (Id)). Even more preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) contains a washing booster (0.1 to 15% by weight (preferably 0.5 to 12% by weight, more preferably 1 to 10% by weight, even more preferably 2 to 8% by weight, most preferably 2.5 to 7.5% by weight of the washing booster based on the weight of the laundry detergent composition), and the washing booster is of formula (I) where formula (I) is selected from the group consisting of formula (Ia), formula (Ib), formula (Ic), and formula (Id) (preferably formula (Ia) and formula (Ib)), R 1 -(CH2) n -R 1 (Ia)

[0035]

Chemical formula

[0036] Preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) contains a cleaning booster (0.1 to 15% by weight (preferably 0.5 to 12% by weight, more preferably 1 to 10% by weight, even more preferably 2 to 8% by weight, most preferably 2.5 to 7.5% by weight of the cleaning booster based on the weight of the laundry detergent composition), and the cleaning booster is of formula (I) (preferably, formula (I) is selected from the group consisting of formula (Ia), formula (Ib), formula (Ic), and formula (Id) (preferably, formula (Ia) and formula (Ib))), wherein each R 1 is independently selected from the group consisting of formula (II), formula (III), and formula (IV) (preferably, formula (II) and formula (III), most preferably (III)),

[0037]

Chemical formula

[0038]

Chem.

[0039] Preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) contains a washing booster (0.1 to 15% by weight (preferably 0.5 to 12% by weight, more preferably 1 to 10% by weight, still more preferably 2 to 8% by weight, most preferably 2.5 to 7.5% by weight of the washing booster based on the weight of the laundry detergent composition), and the washing booster is of formula (I) (preferably, formula (I) is selected from the group consisting of formula (Ia), formula (Ib), formula (Ic), and formula (Id) (preferably formula (Ia) and formula (Ib))), wherein c is from 2 to 30, and R in formula (V) 2The base is 70 to 100 mol% (preferably 80 to 100 mol%, more preferably 90 to 100 mol%, most preferably 95 to 100 mol%). Even more preferably, the detergent composition of the present invention (preferably, the detergent composition is a liquid detergent composition) contains a cleaning booster (0.1 to 15% by weight, preferably 0.5 to 12% by weight, more preferably 1 to 10% by weight, even more preferably 2 to 8% by weight, most preferably 2.5 to 7.5% by weight of the cleaning booster based on the weight of the detergent composition), and the cleaning booster is of formula (I) (preferably, formula (I) is selected from the group consisting of formula (Ia), formula (Ib), formula (Ic), and formula (Id) (preferably, formula (Ia) and formula (Ib))), wherein R of formula (V) 2 Of the group, on average 70 to 100 mol% (preferably 80 to 100 mol%, more preferably 90 to 100 mol%, most preferably 95 to 100 mol%) is of formula (Va), R 6 -O-[CH2CH(R 7 )O] y - * (Va) Wherein, in formula (Va) * Is the point of attachment to the relevant basic formula (i.e., formula (II), formula (III), or formula (IV)), and each R 6 Is selected from the group consisting of hydrogen and C 1~22 Alkyl groups (preferably hydrogen and C 1~5 Alkyl groups, more preferably methyl group, ethyl group, and butyl group, even more preferably methyl group and n-butyl group, most preferably n-butyl group), and each R 7 Is independently hydrogen and C 1~2selected from the group consisting of alkyl groups, and y is from 2 to 30). Most preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) contains a cleaning booster (0.1 to 15% by weight, preferably 0.5 to 12% by weight, more preferably 1 to 10% by weight, still more preferably 2 to 8% by weight, most preferably 2.5 to 7.5% by weight of the cleaning booster, based on the weight of the laundry detergent composition), and the cleaning booster is of the formula (I) (preferably, the formula (I) is selected from the group consisting of the formula (Ia), the formula (Ib), the formula (Ic), and the formula (Id) (preferably, the formula (Ia) and the formula (Ib))), wherein R of the formula (V) 2 70 to 100 mol% (preferably 80 to 100 mol%, more preferably 90 to 100 mol%, most preferably 95 to 100 mol%) of the groups are of the formula (Vb), R 8 -O-(EO) h -(PO) i -(EO) j - * (Vb) wherein in the formula (Vb), * is the point of attachment to the relevant basic formula (i.e., the formula (II), the formula (III), or the formula (IV)), and each R 8 is selected from the group consisting of hydrogen and C 1~22 alkyl groups (preferably hydrogen and C 1~5 alkyl groups, more preferably methyl group, ethyl group, and butyl group, still more preferably methyl group and n-butyl group, most preferably n-butyl group), EO is an ethylene oxide group, PO is a propylene oxide group, h is from 0 to 30 (preferably from 0 to 1), i is from 0 to 30 (preferably from 2 to 5), j is from 0 to 30 (preferably from 2 to 6), and h + i + j is from 2 to 30 (preferably from 4 to 12)).

[0040] Preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) optionally further contains a structuring agent. More preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) further contains a structuring agent (0 to 2% by weight (preferably 0.05 to 0.8% by weight, more preferably 0.1 to 0.4% by weight) of the structuring agent based on the weight of the laundry detergent composition). Most preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) further contains a structuring agent (0 to 2% by weight (preferably 0.05 to 0.8% by weight, more preferably 0.1 to 0.4% by weight) of the structuring agent based on the weight of the laundry detergent composition), and the structuring agent is a non-polymeric crystalline hydroxy-functional material that can form a filamentous structuring system throughout the liquid laundry detergent composition (preferably, the laundry detergent composition is a liquid laundry detergent composition) when crystallized in situ.

[0041] Preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) optionally further contains a hydrotrope. Most preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) optionally further contains a hydrotrope (0 to 15% by weight (preferably 0.1 to 12% by weight, more preferably 0.2 to 10% by weight, most preferably 0.5 to 7.5% by weight) of the hydrotrope based on the weight of the laundry detergent composition). Most preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) optionally further contains a hydrotrope (0 to 15% by weight (preferably 0.1 to 12% by weight, more preferably 0.2 to 10% by weight, most preferably 0.5 to 7.5% by weight) of the hydrotrope based on the weight of the laundry detergent composition), and the hydrotrope is selected from the group consisting of calcium, sodium, potassium, ammonium and alkanolammonium salts of alkyl hydroxides, glycols, urea, monoethanolamine, diethanolamine, triethanolamine, xylenesulfonic acid, toluenesulfonic acid, ethylbenzenesulfonic acid, naphthalenesulfonic acid, and cumenesulfonic acid, these salts, and mixtures thereof. Most preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) further contains a hydrotrope (0 to 15% by weight (preferably 0.1 to 12% by weight, more preferably 0.2 to 10% by weight, most preferably 0.5 to 7.5% by weight) of the hydrotrope based on the weight of the laundry detergent composition), and the hydrotrope is selected from the group consisting of ethanol, propylene glycol, sodium toluenesulfonate, potassium toluenesulfonate, sodium xylenesulfonate, ammonium xylenesulfonate, potassium xylenesulfonate, calcium xylenesulfonate, sodium cumenesulfonate, ammonium cumenesulfonate, and mixtures thereof.

[0042] Preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) optionally further contains a fragrance. More preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) optionally further contains a fragrance (0 to 10% by weight (preferably 0.001 to 5% by weight, more preferably 0.005 to 3% by weight, most preferably 0.01 to 2.5% by weight) of the fragrance based on the weight of the laundry detergent composition).

[0043] Preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) optionally further contains a builder. More preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) optionally further contains a builder (0 to 50% by weight (preferably 5 to 50% by weight, more preferably 7.5 to 30% by weight) of the builder based on the weight of the laundry detergent composition). Most preferably, the liquid laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) optionally further contains a builder (0 to 50% by weight (preferably 5 to 50% by weight, more preferably 7.5 to 30% by weight) of the builder based on the weight of the liquid laundry detergent composition), and the builder is selected from the group consisting of inorganic builders (such as tripolyphosphate, pyrophosphate), alkali metal carbonates, borates, bicarbonates, hydroxides, zeolites, citrates (such as sodium citrate), polycarboxylates, monocarboxylates, aminotris(methylenephosphonic acid), salts of aminotris(methylenephosphonic acid), hydroxyethanediphosphonic acid, salts of hydroxyethanediphosphonic acid, diethylenetriaminepenta(methylenephosphonic acid), salts of diethylenetriaminepenta(methylenephosphonic acid), ethylenediaminetetraethylene-phosphonic acid, salts of ethylenediaminetetraethylene-phosphonic acid, oligomer phosphonates, polymer phosphonates, and mixtures thereof).

[0044] Preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) optionally further contains a fabric softener. More preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) optionally further contains a fabric softener (0 to 10% by weight (preferably, 0.5 to 10% by weight) of the fabric softener based on the weight of the laundry detergent composition). Most preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) optionally further contains a fabric softener (0 to 10% by weight (preferably, 0.5 to 10% by weight) of the fabric softener based on the weight of the laundry detergent composition), and the fabric softener is a cationic coacervated polymer (for example, cationic hydroxyethyl cellulose, polyquaternium polymer, and combinations thereof).

[0045] Preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) optionally further contains a pH adjuster. More preferably, the laundry detergent composition of the present invention (preferably, the laundry detergent composition is a liquid laundry detergent composition) optionally further contains a pH adjuster, and the liquid laundry detergent composition has a pH of 6 to 12.5 (preferably, 6.5 to 11, more preferably, 7.5 to 10). Examples of bases for adjusting the pH include inorganic bases such as sodium hydroxide (including soda ash) and potassium hydroxide, sodium bicarbonate, sodium silicate, ammonium hydroxide, and organic bases (for example, mono-, di-, or tri-ethanolamine, and 2-dimethylamino-2-methyl-1-propanol (DMAMP)). Examples of acids for adjusting the pH include mineral acids (for example, hydrochloric acid, phosphoric acid, and sulfuric acid), and organic acids (for example, acetic acid).

[0046] Preferably, the method for washing the fabric article of the present invention comprises providing a soiled fabric article (preferably, the soiled fabric article is soiled by at least one of sebum oil, dust, and clay stain, more preferably, the soiled fabric article is soiled by sebum oil and clay stain) (preferably, the soiled fabric article is selected from the group consisting of a cotton fabric with stain, a cotton interlock fabric with stain, a cotton terry fabric with stain, a polyester-cotton blend fabric with stain, a polyester knit fabric with stain, a polyester woven fabric with stain, and mixtures thereof, more preferably, the soiled fabric article is at least one of a cotton fabric with stain and a cotton interlock fabric with stain), providing the liquid laundry detergent composition of the present invention, providing washing water, applying the washing water and the liquid laundry detergent composition to the soiled fabric to provide a washed fabric article. More preferably, the method for washing the fabric article of the present invention comprises providing a soiled fabric article (preferably, the soiled fabric article is soiled by at least one of sebum oil, dust, and clay stain, more preferably, the soiled fabric article is soiled by sebum oil and clay stain) (preferably, the soiled fabric article is selected from the group consisting of a cotton fabric with stain, a cotton interlock fabric with stain, a cotton terry fabric with stain, a polyester-cotton blend fabric with stain, a polyester knit fabric with stain, a polyester woven fabric with stain, and mixtures thereof, more preferably, the soiled fabric article is at least one of a cotton fabric with stain and a cotton interlock fabric with stain), providing the liquid laundry detergent composition of the present invention, providing washing water, providing rinsing water, applying the washing water and the liquid laundry detergent composition to the soiled fabric to provide a washed fabric article, and then applying the rinsing water to the washed fabric article to remove the liquid laundry detergent composition from the washed fabric article.

[0047] Here, some embodiments of the present invention will be described in detail in the following examples.

[0048] Synthesis S1: Michael addition of 1,3-diaminopropane to dimethyl maleate A 250 mL three-necked round-bottom glass flask equipped with a magnetic stir bar was charged with 1,3-diaminopropane (15.217 g, 202 mmol, manufactured by TCI America, >98.0%) and ethanol (64 mL). Gentle mixing was initiated, and a cold water condenser connected to an oil bubbler was attached to the flask. The condenser was sealed to the center neck with silicone grease, and the flask was further sealed with two rubber septa. The flask was then cooled by immersing it in an ice-water bath to absorb the heat of reaction. A thermocouple was inserted through one septum to monitor the temperature during the reaction. Dimethyl maleate (60.263 g, 404 mmol, manufactured by TCI America, 97%) was slowly added to the contents of the flask via syringe over 22 minutes. A large exotherm was observed during the addition of dimethyl maleate. Once the temperature rise had ceased, the flask was then placed on a reaction block heater and stirred at 60 °C for 4.5 hours. The progress of the reaction was 1 monitored by 13 1H, and 1 13C NMR spectroscopy. Once the conversion of the amine to the disubstituted adduct was complete, the ethanol was removed by rotary evaporator to afford a slightly viscous, pale yellow adduct. 13 1H NMR (500 MHz, methanol-d4) δ 3.75 (s, 6H), 3.70 (s, 6H), 2.74 (m, 6.5H), 2.58 (m, 2.3H), 1.65 (p, 2.2H), 1.3 (m, 1H);

[0049] Synthesis S2: Michael addition of 1,6-diaminohexane to dimethyl maleate A 100 mL three-necked glass round-bottom flask equipped with a magnetic stir bar was charged with 1,6-diaminohexane (1.776 g, 15.1 mmol, Sigma Aldrich, ≥99%) and ethanol (16 mL). Gentle mixing was initiated, and a cold water condenser connected to an oil bubbler was attached to the flask. The condenser was sealed to the center neck with silicone grease, and the flask was further sealed with two rubber septa. The flask was then cooled by immersing it in an ice-water bath to absorb the heat of reaction. A thermocouple was inserted through one septum to track the temperature during the reaction. Dimethyl maleate (4.445 g, 29.9 mmol, TCI America, 97%) was slowly added to the contents of the flask via syringe over 2 minutes. Exotherm was observed during the addition of dimethyl maleate and 3 minutes later. Once the temperature rise ceased, the flask was then placed on a reaction block heater and stirred at 60 °C for 7 hours. The progress of the reaction was 1 H, and 13 monitored by 1H and 13C NMR spectroscopy. Once the conversion of the amine to the disubstituted adduct was complete, the ethanol was removed by rotary evaporator to afford a slightly viscous, pale yellow adduct. 1 1H NMR (500 MHz, CDCl3) δ 3.65 (s, 6H), 3.60 (s, 7H), 3.58 - 3.48 (m, 2H), 2.64 (dd, J = 15.8, 6.0 Hz, 2H), 2.59 - 2.47 (m, 5H), 2.40 (ddd, J = 11.1, 7.9, 6.3 Hz, 2H), 1.35 (p, J = 6.2 Hz, 5H), 1.28 - 1.06 (m, 7H).; 13 13C NMR (500 MHz, CDCl3) δ: 174.1 (2C), 171.2 (2C), 57.6 (2C), 52.2 (2C), 51.7 (2C), 47.9 (2C), 37.7 (2C), 29.9 (2C), 26.9 (2C).

[0050] Synthesis S3: Michael Addition of 1,12-Diaminododecane to Dimethyl Maleate A 250 mL three-necked glass round-bottom flask equipped with a magnetic stir bar was charged with 1,12-diaminododecane (6.861 g, 34.2 mmol, manufactured by TCI America, 99.8%) and ethanol (32 mL). Gentle mixing was initiated, and a cold water condenser connected to an oil bubbler was attached to the flask. The condenser was sealed to the center neck with silicone grease, and the flask was further sealed with two rubber septa. The flask was then cooled by immersing it in an ice-water bath to absorb the heat of reaction. A thermocouple was inserted through one septum to monitor the temperature during the reaction. Dimethyl maleate (10.148 g, 68.3 mmol, manufactured by TCI America, 97%) was slowly added to the contents of the flask via syringe over 7 minutes. Exothermic events were observed during the addition of dimethyl maleate and 4 minutes later. When the temperature rise ceased, the flask was then placed on a reaction block heater and stirred at 60 °C for 4 hours. The progress of the reaction was 1 H, and 13 monitored by 1H and 1 13C NMR spectroscopy. When the conversion of the amine to the disubstituted adduct was complete, the ethanol was removed by rotary evaporator to afford a slightly viscous, pale yellow adduct. 13 1H NMR (500 MHz, CDCl3) δ 3.64 (s, 6H), 3.59 (s, 6H), 3.61 - 3.50 (m, 3H), 2.63 (dd, J = 15.8, 6.1 Hz, 2H), 2.60 - 2.49 (m, 5H), 2.39 (ddd, J = 11.1, 8.0, 6.3 Hz, 2H), 1.41 - 1.28 (m, 5H), 1.20 (s, 2H), 1.21 - 1.08 (m, 18H);

[0051] Synthesis S4: Michael addition of trans-1,4-diaminocyclohexane to dimethyl maleate A 250 mL three-necked round-bottom glass flask equipped with a magnetic stir bar was charged with trans-1,4-diaminocyclohexane (3.945 g, 34.2 mmol, manufactured by TCI America, >98%) and ethanol (38 mL). Gentle mixing was initiated, and a short-path distillation head having a Vigreux column connected to an oil bubbler was attached to the flask, and a 50 mL collection flask was attached. The distillation head was sealed to the central neck with silicone grease, and the flask was further sealed with one rubber septum and an adapter that allowed for a nitrogen sweep. The flask was then cooled by immersing it in an ice-water bath to absorb the heat of reaction. A thermocouple was inserted into the septum to monitor the temperature during the reaction. Under a nitrogen sweep to the distillation head, dimethyl maleate (10.110 g, 68.0 mmol, manufactured by TCI America, 97%) was slowly added to the contents of the flask via syringe injection over 26 minutes. A slight exotherm was observed during the addition of dimethyl maleate. When the temperature rise stopped, the flask was then placed in a hot water bath and reflux distilled for 4 hours. The resulting clear orange solution was removed from nitrogen and exposed to air, and it became cloudy as precipitation began to occur. The precipitate was collected by partially removing methanol via rotary evaporation until a slightly viscous slurry was formed, and then this slurry was dried in a crystallization dish in an oven at 50 °C for 16 hours. The resulting paste was 1 H, and 13 determined by 1H and 13C NMR to be a disubstituted adduct and was used without further purification. 1 1H NMR (500 MHz, CDCl3) δ 3.54 - 3.47 (m, 4H), 3.45 (s, 3H), 3.16 (s, 4H), 2.55 - 2.33 (m, 2H), 2.18 (tt, J = 10.4, 3.6 Hz, 1H), 1.79 - 1.46 (m, 2H), 1.04 - 0.71 (m, 2H). 1 13C NMR (500 MHz, CDCl3) δ 174.3 (2C), 171.2 (2C), 51.7 (2C), 51.3 (2C), 38.0 (2C), 31.7 (1C), 31.5 (1C), 30.7 (1C), 30.4 (1C).

[0052] Synthesis S5: Michael addition of 1,7-diaminoheptane to dimethyl maleate A 100 mL three-necked glass round-bottom flask equipped with a magnetic stir bar was charged with 1,7-diaminoheptane (4.5 g, 34 mmol, Sigma Aldrich, 98%) and ethanol (14 mL). Gentle mixing was initiated, and a cold water condenser connected to an oil bubbler was attached to the flask, which was then sealed with silicone grease and two rubber septa. The flask was then cooled by immersing it in an ice-water bath to absorb the heat of reaction. A thermocouple was inserted through one septum to monitor the temperature during the reaction. Dimethyl maleate (10.1 g, 68 mmol, TCI America, 97%) was slowly added to the contents of the flask via syringe. A slight exotherm was observed during the addition of dimethyl maleate. The resulting solution was then placed on a block heater and stirred at 60 °C for 5 h. The progress of the reaction was 1 H, and 13 monitored by 1H and 13C NMR spectroscopy. Once the conversion to the disubstituted adduct of the amine was complete, the ethanol was removed by rotary evaporation to afford a slightly viscous, pale yellow adduct. 1 1H NMR (500 MHz, CDCl3) δ 3.62 (s, 6H), 3.57 (s, 6H), 3.52 (t, J = 6.5 Hz, 2H), 2.62 (d, J = 6.1 Hz, 1H), 2.59 (d, J = 6.1 Hz, 1H), 2.56 - 2.47 (m, 4H), 2.36 (ddd, J = 11.1, 7.9, 6.3 Hz, 2H), 1.40 - 1.25 (m, 4H), 1.24 - 1.12 (m, 7H); 13 13C NMR (500 MHz, CDCl3) δ 174.1 (2C), 171.2 (2C), 57.6 (2C), 51.9 (2C), 51.7 (2C), 47.9 (2C), 37.7 (2C), 29.9 (2C), 29.1 (1C), 26.9 (2C).

[0053] Synthesis S6: Michael addition of 1,7-diaminoheptane to dimethyl maleate Into a 250 mL three-necked round-bottom glass flask equipped with a magnetic stir bar, 1,7-diaminoheptane (20.7 g, 155 mmol, Sigma Aldrich, 98%), and ethanol (50 mL) were charged. Gentle mixing was initiated, and a cold water condenser connected to an oil bubbler was attached to the flask and sealed with silicone grease and two rubber septa. The flask was then cooled by immersing it in an ice-water bath to absorb the heat of reaction. A thermocouple was inserted through one septum to monitor the temperature during the reaction. Dimethyl maleate (46.1 g, 310 mmol, TCI America, 97%) was slowly added to the contents of the flask via syringe. A slight exotherm was observed during the addition of dimethyl maleate. The resulting solution was then placed on a block heater and stirred at 60 °C for 5 h. The progress of the reaction was 1 H, and 13 monitored by 1H and 13C NMR spectroscopy. Once the conversion of the amine to the disubstituted adduct was complete, the ethanol was removed by rotary evaporation to afford a slightly viscous, pale yellow adduct. 13 13C NMR (500 MHz, CDCl3) δ 174.09, 173.58, 171.22, 165.18, 133.27, 60.87, 57.77, 57.68, 57.59, 52.16 (d, J = 4.1 Hz), 51.92, 51.68, 47.93, 37.66, 29.85, 29.12, 26.92, 18.28, 14.15 - 13.93 (m).

[0054] Synthesis of S7 - S10: Preparation of alkoxylate polymers In Syntheses S7 - S10, CH3O-(EO) m (PO) nThe alkoxylate polymer was prepared by -H in a Symyx Parallel Pressure Reactor (PPR (registered trademark)) equipped with a glass insert and a removable polyether ether ketone (PEEK) paddle for mechanical stirring. Both the glass insert and the removable PEEK stirring paddle were dried overnight in a vacuum oven at 125 °C prior to the reaction. By ethoxylation of 2-methoxyethanol (manufactured by Sigma-Aldrich), an ethoxylation intermediate of type CH3O-(EO) m -H was prepared. Under nitrogen, a stock solution was prepared by dissolving potassium hydride in an amount of about 3 wt% based on the weight of 2-methoxyethanol in 2-methoxyethanol. Next, a calculated amount of the stock solution was added to the glass insert under nitrogen. Then, the glass insert was loaded into the reactor, followed by attaching the stirring paddle.

[0055] Next, the reactor was sealed, heated to 120 °C, and pressurized to 345 kPa with nitrogen. Then, ethylene oxide was delivered to the reactor in several injections via an Isco syringe pump equipped with a robotic control needle and a compressed gas microvalve connected to the reactor. The total amount of ethylene oxide added to the reactor was calculated to provide a (EO) block of the desired length assuming that the ethylene oxide added to the reactor was completely consumed. After the addition of ethylene oxide, the temperature was maintained at 120 °C and the reaction mixture was stirred for 4 hours. Then, the contents of the reactor were cooled. The reactor was vented and purged with nitrogen to remove any residual ethylene oxide. n Next, the reactor was heated to 50 °C and pressurized with nitrogen to a pressure of 345 kPa. Then, the reactor was filled with propylene oxide via the Isco syringe pump. The amount of propylene oxide added to the reactor was calculated to provide a (PO) of the desired length of the target substance assuming that the propylene oxide added to the reactor was completely consumed.

[0056] n ​It was calculated to correspond to the block. After the addition of propylene oxide, the temperature was raised to 115 °C and maintained at that temperature while the contents of the reactor were stirred for 20 hours. Then, the contents of the reactor were cooled. The reactor was evacuated and purged with nitrogen to remove any residual ethylene oxide. The product from the reactor was used without further purification. As reported in Table 1, the molecular weight of the recovered product was determined by GPC and the composition was determined 13 by 13C NMR.

[0057]

Table 1

[0058] Comparative Example C1: Preparation of Transesterification Product In Comparative Example C1, a transesterification product of the following general formula was

[0059]

Chemical formula

[0060] Example 1: Preparation of a Cleaning Booster In Example 1, a transesterification product cleaning booster of the following general formula was

[0061]

Chemical formula

[0062] Example 2: Preparation of a Cleaning Booster In Example 2, a transesterification product cleaning booster of the following general formula was

[0063]

Chemical formula

[0064] Example 3: Preparation of a Cleaning Booster In Example 3, a transesterification product cleaning booster of the following general formula was

[0065]

Chemical formula

[0066] Example 4: Preparation of a Cleaning Booster In Example 4, a transesterification product cleaning booster of the following general formula was

[0067] [Chemical formula] Alkoxylate polymer (R-OH) (10.2631 g, 19.7 mmol, 4.4 equivalents, obtained from The Dow Chemical Company as UCON™ 50-HB-100), starting material prepared according to Synthesis S5 (1.9334 g, 4.5 mmol), and titanium isopropoxide (0.1685 g, 0.59 mmol, 13 mol%, Sigma Aldrich, 99.999%) were prepared by charging into a 250 mL Airfree® Schlenk flask equipped with a magnetic stir bar. The flask was sealed with silicone grease, purged with nitrogen, and then heated in an OptiTHERM® Reaction Block attached to an IKA magnetic heating plate at a set point temperature of 120 °C. After the contents of the flask reached an internal temperature of 120 °C, a vacuum was applied to the flask contents via a mechanical pump with an intermediate solvent trap cooled by dry ice in a Dewar bin. The mixing speed setting was constant at 230 rpm since the contents of the flask maintained a constant viscosity during heating. The contents of the flask were held under vacuum at a temperature of 119 - 121 °C for 8.5 hours. The flask contents were then cooled and characterized. The degree of substitution of the methyl ester groups was estimated by the integrated peaks in the quantitative 13C NMR spectrum for the methyl groups of the methyl ester (51.5 ppm) and the α-methylene groups on the heptanediamine-dimethyl maleate adduct (38.1 ppm). This ratio was 0.12:1, and since the original unreacted heptanediamine-dimethyl maleate adduct had a methyl ester:α-methylene ratio of 2.18:1, this suggests that approximately 94% of the methyl groups were converted.

[0068] Example 5: Preparation of a Detergent Booster In Example 5, a transesterification product detergent booster of the following general formula was

[0069]

Chemical formula

[0070] Examples 6 - 8: Preparation of Cleaning Booster In Examples 6 - 8, a transesterification product cleaning booster of the following general formula was

[0071]

Chemical formula

[0072]

Table 2

[0073] Comparative Examples CF1 - CF3 and Examples F1 - F3: Liquid Detergent The liquid detergent formulations used in the subsequent washing tests were prepared to have the general formulations described in Table 3 and neutralized to a pH of 8.5. The washing boosters specified in Table 4 were prepared by standard liquid detergent formulation procedures.

[0074]

Table 3

[0075]

Table 4

[0076] Primary Washing Performance Using an 18-minute wash cycle, at a set test temperature of 22 °C, in a Launder-Ometer (SDL Atlas, Model M228AA), the primary wash performance of the liquid laundry detergent formulations of Comparative Examples CF1 - CF2 and Examples F1 - F3 was evaluated. 500 mL of 100 ppm hardness-adjusted water having a Ca 2+ :Mg 2+ molar ratio of 2:1 was used to fill 20 1.2-liter canisters for each run. The washed fabric was rinsed in an Eberbach E6000 reciprocating shaker at 260 osc / min pm for 5 minutes with 300 mL of 100 ppm (2 / 1 Ca 2+ / Mg 2+ ) hardness-adjusted water at ambient temperature. The soiled fabric and soiled ballast used in the test were PCS-S-132 high-identification sebum BEY pigment and PCS-S-94 sebum / dust ASTM stain from Testfabrics sewn onto pre-shrunk cotton interlock fabric. The size of the cotton interlock was 5×5 cm. The size of the stained specimen was 2.5×3 cm. One 5×5 cm section of SBL-CFT soiled ballast was added to each canister to provide a baseline stain for the wash solution. The total surfactant concentration in the wash liquor was 200 ppm.

[0077] Reflectance measurement and Stain Removal Index (SRI) Using ASTM method D4265-14, the soil removal index (SRI) of each of the liquid laundry detergent formulations evaluated in the primary wash performance test was determined. The average SRI obtained from 8 specimens (2 specimens per pot, 4 pots) for each condition is provided in Table 5.

[0078] The L * , a * and b * values of the stained fabric were measured before and after washing using a Mach 5 spectrophotometer from Colour Consult. For the polycotton fabric that had not been washed and had no stains, the L * , a * , and b* The value of * was measured in the SRI calculation as follows:

[0079]

Number

[0080] The ΔSRI value provided in Table 5 indicates the difference between the SRI measured for Comparative Example CF1 and the SRI measured for the indicated Examples. A positive value indicates an increase in stain removal relative to Comparative Example CF1.

[0081]

Table 5

[0082] Comparative Examples CF4 - CF6 and Examples F4 - F6: Liquid Laundry Detergents The liquid laundry detergent formulations of Comparative Examples CF4 - CF6 and Examples F4 - F6, which were used in the subsequent washing tests, were prepared by combining 0.5 g of a standard liquid laundry detergent formulation having an adjusted pH of 8.5, as described in Table 6, with 1.5 g of a 1 wt% aqueous solution of a washing booster specified in Table 7.

[0083]

Table 6

[0084]

Table 7

[0085] Redeposition prevention The redeposition prevention performance of the combinations of standard liquid laundry detergents + cleaning boosters of Comparative Examples CF4 to CF6 and Examples F4 to F6 was evaluated under the conditions specified in Table 8 in a Terg-o-tometer Model 7243ES stirred at 90 cycles per minute.

[0086]

Table 8

[0087] The redeposition prevention performance was determined by calculating ΔE measured with a MACH5+ instrument (L, a, and b). The results are shown in Table 9, where ΔE * is given by the following equation ΔE * = ΔE aw - ΔE bw In the formula, ΔE aw is measured from the fabric after washing, and ΔE bw is measured from the fabric before washing. A higher ΔE * corresponds to better redeposition prevention performance.

[0088]

Table 9

[0089] Comparative Examples CF7 to CF8 and Examples F8 to F11: Unit-dose laundry detergents The unit-dose laundry detergent formulations of Comparative Examples CF7 to CF8 and Examples F8 to F11, used in subsequent washing tests, were prepared with a cleaning booster specified in Table 11 neutralized to a pH of 8.5 and having a general formulation as described in Table 10, by the preparation procedure of a standard liquid laundry formulation.

[0090]

Table 10

[0091]

Table 11

[0092] Primary washing performance The primary washing performance of the unit-dose formulations of Comparative Examples CF7 - CF8 and Examples F8 - F11 was evaluated in a Terg - O - Tometer Model 7243ES equipped with a canister (2L), stirred at 85 cycles per minute under the conditions specified in Table 12.

[0093]

Table 12

[0094] Reflectance measurement and Stain Removal Index (SRI) The soil removal index (SRI) of each liquid laundry detergent formulation evaluated in the primary washing performance test was determined using ASTM method D4265 - 14. The average SRI obtained from eight specimens (two specimens per pot, four pots) for each condition is provided in Table 13.

[0095] L of the stained fabric * , a * and b * values were measured before and after washing using a Mach 5 spectrophotometer from Colour Consult. For the fabric that has not been washed and has no stain, the L * , a * , and b * values were measured in the SRI calculation as follows:

[0096]

Equation

[0097]

Table 13

Claims

1. A laundry detergent composition, wherein the laundry detergent composition comprises a carrier, a cleaning surfactant, and a cleaning booster, wherein the cleaning booster is of formula (I), R １ -A １ -R １ (I) In the formula, A １ is a divalent linking group having 4 to 24 carbon atoms, and each R １ is independently selected from the group consisting of formula (II), formula (III), and formula (IV), 【Chemical 1】 In the formula, in formula (II), formula (III), and formula (IV), ＊ is the bonding point to formula (I), a is 1 or 2, b is 1 or 2, and each R ２ is independently of the formula (V), 【Chemical 2】 In the formula, in formula (V), ＊ is a bonding point to the related basic formula, and R ３ is selected from the group consisting of hydrogen and C １～２２ alkyl groups, and each R ４ , and R ５ is independently selected from the group consisting of hydrogen and C １～２ alkyl groups, provided that at least one of R ４ , and R ５ is hydrogen in each subunit c, and c is from 0 to 30, provided that when the divalent linking group A １ has 4 carbon atoms, the divalent linking group A １ contains a ring, a detergent composition.

2. The cleaning booster of formula (I) is of formula (Ia), R １ -(CH ２ ) ｎ－ R １ (Ia) wherein n is from 5 to 24, the laundry detergent composition according to claim 1.

3. The cleaning booster of formula (I) is of formula (Ib), 【Chemical Formula 3】 wherein p and r are independently from 1 to 4, the laundry detergent composition according to claim 1.

4. The cleaning booster of formula (I) is of formula (Ic), [Chemical Formula 4] wherein A ２ is a divalent linking group having 2 to 22 carbon atoms, the detergent composition according to claim 1.

5. The cleaning booster of formula (I) is of formula (Id), [Chemical Formula 5] wherein t is from 2 to 10, the laundry detergent composition according to claim 1.

6. R in the above cleaning booster ２ The laundry detergent composition according to claim 1, wherein c is from 2 to 30 when the appearance of R is from 70 to 100 mol%.

7. 70 to 100 mol% of the R in the washing booster is of the formula (Va), ２ and R ６ -O-[CH ２ CH(R ７ )O] ｙ - ＊ (Va)​ In the formula, in formula (Va), ＊ is a bonding point to the related basic formula, and R ６ is selected from the group consisting of hydrogen and a C １～２２ alkyl group, and each R ７ is independently selected from the group consisting of hydrogen and a C １～２ alkyl group, and y is from 2 to 30), the detergent composition according to claim 1.

8. 70 to 100 mol% of the R in the washing booster is of the formula (Vb), ２ and R ８ -O-(EO) ｈ -(PO) ｉ -(EO) ｊ - ＊ (Vb) In the formula, in formula (Vb), ＊ is a bonding point to the related basic formula, and R ８ is selected from the group consisting of hydrogen and C １～２２ alkyl groups, EO is an ethylene oxide group, PO is a propylene oxide group, h is from 0 to 30, i is from 0 to 30, j is from 0 to 30, and h + i + j is from 2 to 30. The detergent composition according to claim 1.

9. The laundry detergent composition comprises 25 to 97.9% by weight, based on the weight of the laundry detergent composition, of the carrier, wherein the carrier is a liquid carrier containing water, the carrier, 2 to 60% by weight, based on the weight of the laundry detergent composition, of the cleaning surfactant, and 0.1 to 15% by weight, based on the weight of the laundry detergent composition, of the cleaning booster, a liquid laundry detergent composition according to claim 1.

10. A method for cleaning a fabric article, comprising providing a soiled fabric article, providing the liquid laundry detergent composition according to claim 1, providing cleaning water, and applying the cleaning water and the liquid laundry detergent composition to the soiled fabric to provide a cleaned fabric article.

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