Biomass water-soluble surfactant composition, ink and paper coating agent

Abstract

To provide a biomass water-soluble surfactant composition which is excellent in solubility in water, exhibits excellent defoaming properties and dispersibility, and further has low dynamic surface tension, thereby imparting excellent wettability and penetrability, and which takes into consideration solubility in water and environmental issues, as well as ink and paper coating agents containing the same.SOLUTION: A water-soluble surfactant composition having a biomass degree of 10% or more in accordance with ASTM-D6866-22 comprises: (A) an acetylene glycol represented by the following formula (1) and / or an ethoxylated acetylene glycol represented by the following formula (2); and (B) a polyoxyalkylene-added nonionic surfactant comprising at least one bio-derived polyoxyalkylene-added nonionic surfactant.SELECTED DRAWING: None

Description

[Technical field]

[0001] The present invention relates to a biomass water-soluble surfactant composition, and in particular to an ink and paper coating agent containing the same, which, when blended with a paper coating agent or ink, has excellent solubility in water and exhibits excellent wettability, penetration and defoaming properties due to low static and dynamic surface tensions, and is also environmentally friendly. [Background technology]

[0002] In recent years, the printing and paper industries have been moving toward water-based inks due to environmental issues, etc. However, when using water-based inks, the drying speed is slow, which means that production speeds are slower than with solvent-based inks. This means that there is a constant need to respond to the need for faster speeds in order to improve productivity, and there is a demand for improved performance of inks and paper coating agents that can handle high-speed printing and coating.

[0003] In this context, the ink and water-based paint industries require surfactants that provide excellent surface tension reduction capabilities in order to impart wetting, penetration, and dispersibility to substrates. When selecting a surfactant, it is preferable that the static surface tension is excellent when the system is in a static state, and the dynamic surface tension index is important when using at high speeds due to the need to increase printing speeds to improve productivity as mentioned above.

[0004] Acetylenic glycol surfactants such as 2,4,7,9-tetramethyl-5-decyne-4,7-diol and its ethoxylated derivatives have a good balance between the static surface tension and the ability to reduce dynamic surface tension, and have been used as wetting agents and dispersing aids for inks and paints.

[0005] However, since acetylene glycol surfactants have problems such as low solubility in water or being solid at room temperature, it is known that by using them in combination with polyoxyalkylene alkyl ethers, as disclosed in JP-A-2002-348500 and JP-A-2003-253599, transparency, wettability, permeability, defoaming properties, and dispersibility can be exhibited even in aqueous systems.

[0006] Furthermore, in recent years, the development of biomass inks for printing using plant-derived resources as biomass resources has progressed. By using biomass-derived raw materials starting from plants, the amount of carbon dioxide emitted by combustion is offset by the amount of carbon dioxide absorbed and fixed by the growth of plants, etc., so there is no effect on the increase or decrease of carbon dioxide in the air (also called carbon neutral). Therefore, it is urgent to use biomass-derived raw materials for ink components in order to avoid an increase in carbon dioxide, which is a greenhouse gas. Therefore, it is desired to convert water-soluble surfactant compositions into biomass while maintaining the same performance as conventional water-soluble surfactant compositions. [Prior art documents] [Patent documents]

[0007] [Patent Document 1] JP 2002-348500 A [Patent Document 2] JP 2003-253599 A Summary of the Invention [Problem to be solved by the invention]

[0008] The present invention has been made to improve the above circumstances, and has an object to provide a biomass water-soluble surfactant composition that has excellent solubility in water, exhibits excellent defoaming properties and dispersibility, and further has low dynamic surface tension, thereby imparting excellent wettability and penetrability, and takes into consideration solubility in water and environmental issues, as well as inks and paper coating agents incorporating said composition. [Means for solving the problem]

[0009] Means for Solving the Problems The present inventors have conducted intensive research in order to achieve the above-mentioned object, and as a result have found that a water-soluble surfactant composition comprising a combination of (A) a specific acetylene glycol and / or an ethoxylated acetylene glycol and (B) a specific polyoxyalkylene-added nonionic surfactant exhibits excellent defoaming properties and dispersibility, and further has low dynamic surface tension, thereby imparting excellent wettability and penetrability, and has good solubility in water, making it suitable for high-speed printing and high-speed coating, and furthermore is compatible with recent environmental issues, thereby completing the present invention.

[0010] That is, the present invention provides: [1] (A) Formula (1) below [ka] (In the formula, R 1 and R 2 Each represents an alkyl group having 1 to 5 carbon atoms. and / or the following formula (2): [ka] (In the formula, R 3 and R 4 each represents an alkyl group having 1 to 5 carbon atoms, m and n each represent a positive number of 0.5 to 25, and m+n represents a value of 1 to 40. Ethoxylated acetylene glycols represented by the formula: (B) A polyoxyalkylene-adducted nonionic surfactant containing at least one bio-derived polyoxyalkylene-adducted nonionic surfactant. and having a biomass degree of 10% or more in accordance with ASTM-D6866-22.

[0011] The present invention further provides a water-soluble surfactant composition having at least one of the following configurations [2] to

[12] . [2] The above water-soluble surfactant composition, wherein the polyoxyalkylene-added nonionic surfactant is a polyoxyalkylene addition polymer of a compound selected from aliphatic alcohols, unsaturated fatty acids, saturated fatty acids, fatty acid esters, sorbitan fatty acid esters, and glycerin fatty acid esters, each having 6 to 60 carbon atoms, and has an oxyalkylene addition mole number of 1 to 60. [3] The water-soluble surfactant composition, wherein the component (B) is represented by the following formula (3): R 5 O(C 2 H 4 O) x (C 3 H 6 O) y H (3) (In the formula, R 5 represents a linear, cyclic or branched, saturated or unsaturated hydrocarbon group having 6 to 60 carbon atoms which may contain a heteroatom, x is a positive number from 1 to 60, y is 0 or a positive number from 1 to 60, and the oxyalkylene units in the parentheses of x and y may be bonded randomly or may have a block structure. [4] The above water-soluble surfactant composition, wherein the amount of the component (A) is 5 to 80 mass % relative to the total mass of the composition, and the amount of the component (B) is 20 to 95 mass % relative to the total mass of the composition. [5] The above water-soluble surfactant composition, wherein the HLB value of the component (B) is 10 to 18. [6] The above water-soluble surfactant composition, wherein the HLB value of the component (B) is 12 to 16. [7] The above water-soluble surfactant composition, wherein the component (B) has a biomass degree in accordance with ASTM-D6866-22 of 10% to 100%. [8] In the above formula (3), R 5 represents a linear, cyclic or branched, saturated or unsaturated hydrocarbon group having 6 to 60 carbon atoms which may contain a heteroatom; x is a positive number of 1 to 60; and y is 0. [9] In the above formula (3), R 5represents a linear, cyclic or branched, saturated or unsaturated hydrocarbon group having 30 to 60 carbon atoms which may contain a heteroatom, x is a positive number of 30 to 60, and y is 0.

[10] In the above formula (3), R 5 is a group having 6 to 60 carbon atoms selected from an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, an aromatic hydrocarbon group, an unsaturated fatty acid residue, a saturated fatty acid residue, a fatty acid ester residue, a sorbitan fatty acid ester residue, and a glycerin fatty acid ester residue.

[11] The above water-soluble surfactant composition, further comprising (C) a water-soluble organic solvent.

[12] The above water-soluble surfactant composition, wherein an aqueous solution containing the above water-soluble surfactant composition at a concentration of 0.1% by mass has a dynamic surface tension of 60 mN / m or less at room temperature at 1 Hz and 10 Hz.

[0012] The present invention further provides a paper coating agent or ink having at least one of the configurations shown in

[13] to

[16] below.

[13] A paper coating agent comprising the water-soluble surfactant composition according to any one of [1] to

[12] above.

[14] The paper coating agent, wherein the amount of the water-soluble surfactant composition is 0.05 to 10% by mass based on the total amount of the paper coating agent.

[15] An ink comprising the water-soluble surfactant composition according to any one of [1] to

[12] above.

[16] The ink described above, wherein the amount of the water-soluble surfactant composition is 0.05 to 10% by mass based on the total amount of the ink. Effect of the Invention

[0013] The water-soluble surfactant composition of the present invention has a low dynamic surface tension, and therefore when added to a paper coating agent, it can increase the dispersibility of the fine particles used in the receiving layer. When added to an ink, it can exhibit wettability, penetration and defoaming properties for the substrate, exhibit printability and color development, and can be used for high-speed printing and high-speed coating. Furthermore, the water-soluble surfactant composition of the present invention has a biomass degree of 10% or more, and is also suitable for environmental issues. Due to these characteristics, the water-soluble surfactant composition of the present invention is extremely advantageous in practical use. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0014] The water-soluble surfactant composition of the present invention contains (A) a specific acetylene glycol and / or an ethoxylated acetylene glycol and (B) a specific polyoxyalkylene-added nonionic surfactant.

[0015] Component (A) The component (A) of the present invention is one or more acetylene glycols selected from acetylene glycols represented by the following formula (1) and / or ethoxylated acetylene glycols represented by the following formula (2). [ka] (In the formula, R 1 and R 2 Each represents an alkyl group having 1 to 5 carbon atoms. [ka] (In the formula, R 3 and R 4 each represents an alkyl group having 1 to 5 carbon atoms, m and n each represent a positive number of 0.5 to 25, and m+n represents a value of 1 to 40.

[0016] R 1 and R 2 R represents an alkyl group having 1 to 5 carbon atoms. 3 and R 4 Each represents an alkyl group having 1 to 5 carbon atoms. 1 and R2 , and R 3 and R 4 are each independently an alkyl group having 3 to 5 carbon atoms. m and n are each a positive number of 0.5 to 25, and preferably a positive number of 1 to 20. m+n is a positive number of 1 to 40, and preferably a positive number of 2 to 35.

[0017] Examples of the acetylene glycol of the above formula (1) include 2,5,8,11-tetramethyl-6-dodecyne-5,8-diol, 5,8-dimethyl-6-dodecyne-5,8-diol, 2,4,7,9-tetramethyl-5-decyne-4,7-diol, 4,7-dimethyl-5-decyne-4,7-diol, 8-hexadecyne-7,10-diol, 7-tetradecyne-6,9-diol, 2,3,6,7-tetramethyl-4-octyne-3,6-diol, 3,6-diethyl-4-octyne-3,6-diol, 3,6-dimethyl-4-octyne-3,6-diol, and 2,5-dimethyl-3-hexyne-2,5-diol. Examples of the ethoxylated acetylene glycol of the above formula (2) include Ethylene oxide derivatives of the above acetylene glycols are also included.

[0018] Here, the total number of moles of ethylene oxide added in the ethoxylated product represented by the above formula (2) is 1 to 40 moles, and preferably 2 to 12 moles. If the total number of moles of ethylene oxide added exceeds 40 moles, the static and dynamic surface tensions of the ink composition become large.

[0019] The amount of the (A) component is not particularly limited as long as it is contained in the biomass water-soluble surfactant composition as an active ingredient, but is preferably 5 to 80 mass % and more preferably 7 to 75 mass % based on the total mass of the composition. If the amount of the (A) component exceeds the upper limit, the solubility of the biomass water-soluble surfactant composition in water is reduced. If the amount is less than the lower limit, the generation of bubbles may increase. Note that, as long as the biomass degree of the biomass water-soluble surfactant composition of the present invention satisfies the range described below, the (A) component having the desired biomass degree can also be used.

[0020] (B) Component The component (B) of the present invention is a nonionic surfactant containing at least one bio-derived polyoxyalkylene-added nonionic surfactant. The polyoxyalkylene-added nonionic surfactant is preferably a polyoxyalkylene addition polymer of a compound selected from aliphatic alcohols, unsaturated fatty acids, saturated fatty acids, fatty acid esters, sorbitan fatty acid esters, and glycerin fatty acid esters, each having 6 to 60 carbon atoms, and preferably has an oxyalkylene addition mole number of 1 to 60 moles. The polyoxyalkylene addition polymer is preferably a polyethylene oxide addition polymer, a polypropylene oxide addition polymer, or a polyethylene oxide-polypropylene oxide addition polymer. The oxyalkylene addition mole number is preferably 1 to 60, more preferably 5 to 60, more preferably 30 to 60, and even more preferably 35 to 60.

[0021] The component (B) of the present invention is preferably represented by the following formula (3). R 5 O(C 2 H 4 O) x (C 3 H 6 O) y H (3) In formula (3), R 5 represents a linear, cyclic or branched, saturated or unsaturated hydrocarbon group having 6 to 60 carbon atoms which may contain a heteroatom, x is a positive number from 1 to 60, y is 0 or a positive number from 1 to 60, and the oxyalkylene units in the parentheses of x and y may be bonded randomly or may have a block structure.

[0022] x is a positive number from 1 to 60. The compound may be one in which x is a positive number from 5 to 30, preferably a positive number from 5 to 25, but preferably x is a positive number from 5 to 60, more preferably x is a positive number from 10 to 60, more preferably x is a positive number from 30 to 60, and even more preferably x is a positive number from 35 to 60. y is 0 or a positive number from 1 to 60, preferably 0 or a positive number from 1 to 50. x+y is preferably 1 to 60, preferably 5 to 60, more preferably 30 to 60, and even more preferably 35 to 60. Particularly preferably, y is 0.

[0023] R 5 is a linear, cyclic or branched, saturated or unsaturated hydrocarbon group which may contain a heteroatom and has 6 to 60 carbon atoms, preferably 10 to 60 carbon atoms. The number of carbon atoms in the hydrocarbon group is more preferably 10 to 29, even more preferably 10 to 24, or more preferably 25 to 60, even more preferably 30 to 60. The hydrocarbon group is more preferably a group selected from an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, an aromatic hydrocarbon group, an unsaturated fatty acid residue, a saturated fatty acid residue, a fatty acid ester residue, a sorbitan fatty acid ester residue, and a glycerin fatty acid ester residue. Examples of the aliphatic hydrocarbon group include alkyl groups such as decyl, undecyl, lauryl, tridecyl, tetradecyl, pentadecyl, palmityl, heptadecyl, stearyl, behenyl, 2-ethylhexyl, and isostearyl; and alkenyl groups such as oleyl, palmitoyl, and eicosenyl. Examples of the alicyclic hydrocarbon group include monocyclic or polycyclic cycloalkyl groups having 6 to 60 carbon atoms. Examples of the aromatic hydrocarbon group include phenyl, naphthyl, and biphenyl. R 5 More preferably, the alkyl group is a decyl group, an undecyl group, a lauryl group, a stearyl group, or an oleyl group.

[0024] R 5Examples of the polyoxyalkylene-added nonionic surfactant in which is an unsaturated fatty acid residue, a saturated fatty acid residue, a fatty acid ester residue, a sorbitan fatty acid ester residue, or a glycerin fatty acid ester residue include polyoxyalkylene addition polymers of palmitoleic acid, sapienic acid, oleic acid, erucic acid, linoleic acid, docosadienoic acid, linolenic acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, cerotic acid, sorbitan oleic acid, sorbitan lauric acid, sorbitan stearic acid, castor oil, hydrogenated castor oil, etc. Preferred are polyethylene oxide addition polymers, polypropylene oxide addition polymers, or polyethylene oxide-polypropylene oxide addition polymers, and more preferred are polyethylene oxide addition polymers.

[0025] More preferably, the component (B) is a polyoxyalkylene-added nonionic surfactant represented by the following formula (4). R 5 O(C 2 H 4 O) x H (4) (In the formula, R 5 is a linear, cyclic or branched, saturated or unsaturated hydrocarbon group having 6 to 60 carbon atoms which may contain a heteroatom, and x is a positive number of 1 to 60.

[0026] More preferably, the component (B) is a polyoxyalkylene-added nonionic surfactant represented by the following formula (4'). R 5 O(C 2 H 4 O) x H(4') (In the formula, R 5 is a linear, cyclic or branched, saturated or unsaturated hydrocarbon group having 30 to 60 carbon atoms which may contain a heteroatom, and x is a positive number of 30 to 60. In the above formula (4'), R 5 is a linear or branched, saturated or unsaturated hydrocarbon group having 35 to 60 carbon atoms, and x is preferably 35 to 60.

[0027] More specifically, examples of the compound in which y is 0 include the following compounds. C 12 H 25 O(C 2 H 4 O) 1 H C 12 H 25 O(C 2 H 4 O) 2 H C 12 H 25 O(C 2 H 4 O) 3 H C 12 H 25 O(C 2 H 4 O) 4 H C 12 H 25 O(C 2 H 4 O) 5 H C 12 H 25 O(C 2 H 4 O) 6 H C 12 H 25 O(C 2 H 4 O) 7 H C 12 H 25 O(C 2 H 4 O) 9 H C 12 H 25 O(C 2 H 4 O) 10 H C 12 H 25 O(C 2 H 4 O) 12 H C 12 H 25 O(C 2 H 4 O)16 H C 12 H 25 O(C 2 H 4 O) 23 H C 12 H 25 O(C 2 H 4 O) 30 H C 16 H 33 O(C 2 H 4 O) 5 H C 16 H 33 O(C 2 H 4 O) 7 H C 16 H 33 O(C 2 H 4 O) 20 H C 16 H 33 O(C 2 H 4 O) 25 H C 18 H 37 O(C 2 H 4 O) 5 H C 18 H 37 O(C 2 H 4 O) 7 H C 18 H 37 O(C 2 H 4 O) 12 H C 18 H 37 O(C 2 H 4 O) 20 H C 18 H 37 O(C 2 H 4 O) 25 H C 18 H35 O(C 2 H 4 O) 5 H C 18 H 35 O(C 2 H 4 O) 25 H C 18 H 35 O 2 (C 2 H 4 O) 6 H (ethylene oxide addition polymer of saturated fatty acid) C 18 H 33 O 2 (C 2 H 4 O) 3 H (ethylene oxide addition polymer of unsaturated fatty acids) C 18 H 33 O 2 (C 2 H 4 O) 6 H (ethylene oxide addition polymer of unsaturated fatty acids) C 18 H 33 O 2 (C 2 H 4 O) 12 H (ethylene oxide addition polymer of unsaturated fatty acids) C 18 H 31 O 6 (C 2 H 4 O) 20 H 3 (ethylene oxide addition polymer of sorbitan saturated fatty acid) C 24 H 41 O 6 (C 2 H 4 O) 20 H 3 (ethylene oxide addition polymer of sorbitan unsaturated fatty acid) C 57 H 104 O 9 (C 2 H 4O) 55 H 3 (Ethylene oxide addition polymer of glycerin unsaturated fatty acid ester) C 57 H 110 O 9 (C 2 H 4 O) 60 H 3 (Ethylene oxide addition polymer of glycerin saturated fatty acid ester) etc. can be mentioned.

[0028] Examples of the compound in which y is a positive number include the following compounds. C 12 H 25 O(C 2 H 4 O) 6 (C 3 H 6 O) 2 (C 2 H 4 O) 6 (C 3 H 6 O) 8 H, C 13 H 27 O(C 2 H 4 O) 6 (C 3 H 6 O) 2 (C 2 H 4 O) 6 (C 3 H 6 O) 8 H, C 12 H 25 O(C 2 H 4 O) w (C 3 H 6 O) x (C 2 H 4 O) y (C 3 H 6 O) z H (where w+y=15, x+z=4), C 13 H27 O(C 2 H 4 O) w (C 3 H 6 O) x (C 2 H 4 O) y (C 3 H 6 O) z H (provided that w + y = 15 and x + z = 4), C 12 H 25 O(C 2 H 4 O) 8 (C 3 H 6 O) 2 (C 2 H 4 O) 6 H, C 13 H 27 O(C 2 H 4 O) 8 (C 3 H 6 O) 2 (C 2 H 4 O) 6 H, C 12 H 25 O(C 2 H 4 O) 12 (C 3 H 6 O) 2 (C 2 H 4 O) 12 H, C 13 H 27 O(C 2 H 4 O) 12 (C 3 H 6 O) 2 (C 2 H 4 O) 12 H, CH 3 (CH 2 ) 9 (CH 3 )HO(C 2H 4 O) 7 (C 3 H 6 O) 4.5 H, CH 3 (CH 2 ) 11 (CH 3 )CHO(C 2 H 4 O) 7 (C 3 H 6 O) 4.5 H, CH 3 (CH 2 ) 9 (CH 3 )CHO(C 2 H 4 O) 5 (C 3 H 6 O) 3.5 H, CH 3 (CH 2 ) 11 (CH 3 )CHO(C 2 H 4 O) 5 (C 3 H 6 O) 3.5 H, C 14 H 29 O(C 2 H 4 O) 14 (C 3 H 6 O) 2 H, and C 11 H 23 O(C 2 H 4 O) 8 H, C 10 H 21 O(C 2 H 4 O) 11 H These may be used alone or in combination of two or more.

[0029] As commercially available products of the polyoxyalkylene-added nonionic surfactant, the Genapol LA series, Emulsogen series, Genagen O series, and Hostacerin series of the VITA series manufactured by CLARIANT can be used. In particular, it is preferable to use the Genapol LA series, Emulsogen series, Genagen O series, or Hostacerin series of the VITA series manufactured by CLARIANT, which use biomass raw materials. Other examples include the Naloacty series, Sedran series, and Emulmin series of Sanyo Chemical Industries, Ltd., the Emulgen series of Kao Corporation, the Conion series and Likanone series of New Japan Chemical Co., Ltd., and the Adekatar series of ADEKA Corporation.

[0030] The (B) component in the present invention contains at least one bio-derived polyoxyalkylene-added nonionic surfactant. The polyoxyalkylene-added nonionic surfactant preferably has a biomass degree of 10% or more, that is, a biomass degree of 10 to 100%, preferably a biomass degree of 20 to 100%, more preferably a biomass degree of 30 to 100%. In addition, the (B) component of the present invention may contain one or more petroleum-derived polyoxyalkylene-added nonionic surfactants in combination with one or more bio-derived polyoxyalkylene-added nonionic surfactants. When two or more polyoxyalkylene-added nonionic surfactants are combined, the biomass degree of the polyoxyalkylene-added nonionic surfactants as a whole may satisfy the above range. The biomass degree of the (B) component is calculated according to ASTM-D6866-22 by the method described below. The biomass degree of a polyoxyalkylene-added nonionic surfactant is the ratio of the amount of carbon in the polyoxyalkylene-added nonionic surfactant to the total amount of carbon in the polyoxyalkylene-added nonionic surfactant. 14 C is the percentage of carbon.

[0031] The average molecular weight of the polyoxyalkylene-added nonionic surfactant, component (B), is a weight average molecular weight measured by GPC measurement, and is preferably 500 to 10,000, and more preferably 500 to 6,000. If the molecular weight is less than 500, the solubilizing ability decreases, and the ability to dissolve in water decreases, so that when blended with ink, a dissolved substance is generated. On the other hand, if the molecular weight exceeds 10,000, the dynamic surface tension is large, which causes bleeding during printing.

[0032] In the polyoxyalkylene-added nonionic surfactant, which is the component (B), the number of moles of ethylene oxide added is preferably 1 to 60. If the number of moles of ethylene oxide added is less than 1 mole, the solubilizing ability decreases and aggregates occur. On the other hand, if the number of moles of ethylene oxide added exceeds 60 moles, the solubilizing ability increases, but the dynamic surface tension increases and repelling occurs during high-speed coating.

[0033] The HLB of the polyoxyalkylene-added nonionic surfactant, which is the component (B), is preferably 10 to 18, and particularly preferably 12 to 16. If the HLB is less than 10, the hydrophobicity increases, the solubility in water decreases, and sufficient water solubility cannot be obtained. If the HLB exceeds 18, the dynamic surface tension is large, which may cause bleeding during printing.

[0034] The amount of the (B) component contained in the water-soluble surfactant composition of the present invention is not particularly limited as long as it is contained in the biomass water-soluble surfactant composition as an active ingredient. It is preferably 20 to 95% by mass, more preferably 25 to 90% by mass, and even more preferably 30 to 75% by mass, based on the total mass of the composition. More preferably, the (B) component is 20 to 95 parts by mass, more preferably 25 to 90 parts by mass, and even more preferably 30 to 75 parts by mass, based on 100 parts by mass of the total of the (A) component and the (B) component. If the content of the (B) component is less than the lower limit, the component (A) is not sufficiently solubilized, the water solubility is reduced, and aggregates are generated when blended. On the other hand, if the content of the (B) component exceeds the upper limit, foaming during blending increases, and the dynamic surface tension increases, resulting in uneven coating and repelling.

[0035] The water-soluble surfactant composition of the present invention may further contain a water-soluble organic solvent such as ion-exchanged water, ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, 1,3-propanediol, 1,4-butanediol, and glycerin as a third component (C). The amount of the above-mentioned (C) component to be used is 0 to 70% by mass, preferably 0 to 60% by mass, and more preferably 0 to 50% by mass, based on 100% by mass of the water-soluble surfactant composition, as long as it does not impair the properties of the water-soluble surfactant composition. When the water-soluble organic solvent is contained, the lower limit may be 1% by mass or more, preferably 5% by mass or more.

[0036] The water-soluble surfactant composition of the present invention can be obtained by, for example, mixing the above-mentioned components by a known mixing and preparation method such as a propeller stirrer. In addition, components that are solid at room temperature are mixed while heating (50 to 80°C) as necessary.

[0037] The biomass water-soluble surfactant composition of the present invention is characterized by having a biomass degree of 10% or more, more preferably 20% or more. There is no particular upper limit to the biomass degree, but it is preferably 100% or less, more preferably 90% or less, and even more preferably 80% or less. Here, there is no difference in physical properties such as molecular weight, mechanical properties, and thermal properties between raw materials derived from plants (biomass) and petroleum. Therefore, in order to distinguish between them, the biomass degree is generally used. In the present invention, the biomass degree refers to the ratio of the amount of carbon in the surfactant composition to the total amount of carbon in the surfactant composition. 14 C is the percentage of carbon.

[0038] Carbon from petroleum-based raw materials 14 Since it does not contain C carbon (radioactive carbon 14, half-life 5730 years), it can be distinguished from carbon derived from plants (biomass). 14 The concentration of C carbon is measured by accelerator mass spectrometry and used as an index of the content of plant-derived raw materials. 14 By measuring the C carbon concentration, the biomass degree, which corresponds to the content of plant-derived carbon, can be obtained.

[0039] To measure the biomass ratio, the sample to be measured is burned to generate carbon dioxide, which is then purified in a vacuum line and reduced with hydrogen using iron as a catalyst to generate graphite. This graphite is then attached to a tandem accelerator-based C14-AMS dedicated device (manufactured by NEC), 14 Counting C, 13 C concentration (C13 / C12), 14 The C concentration (C14 / C12) was measured, and the carbon content of the sample was compared to the standard modern carbon. 14 The ratio of C concentration is calculated. In this measurement, oxalic acid (HOXII) provided by the National Institute of Standards (NIST) was used as the standard sample. The method for analyzing the biomass degree is established in the international standards ASTM-D6866 and ISO 16620. In the present invention, the biomass degree is a value calculated in accordance with ASTM-D6866-22.

[0040] The biomass water-soluble surfactant composition of the present invention has a dynamic surface tension of 1 Hz and 10 Hz of a 0.1% by mass aqueous solution, preferably 60 mN / m or less, more preferably 55 mN / m or less, and even more preferably 50 mN / m or less. If the dynamic surface tension of a 0.1% by mass aqueous solution of the water-soluble surfactant composition at 1 Hz and 10 Hz exceeds the above lower limit, even if no repelling is observed when applying with a brush or a bar coater, repelling or bleeding due to insufficient penetration may occur when printing or the like is performed with a printer or coater. The dynamic surface tension is a value measured at 1 Hz and 10 Hz for a 0.1% by mass aqueous solution of the water-soluble surfactant composition using a bubble pressure type dynamic surface tensiometer KRUSS BP-100 (manufactured by KRUSS).

[0041] The static surface tension of the biomass water-soluble surfactant composition of the present invention is preferably about 40 mN / m or less. The static surface tension is a value measured for a 0.1% by mass aqueous solution of the water-soluble surfactant composition using a surface tensiometer DY-500 (manufactured by Kyowa Interface Science Co., Ltd.).

[0042] The biomass water-soluble surfactant composition of the present invention can have defoaming properties against water-soluble polymer compounds. The defoaming properties can be evaluated by measuring the foaming properties. For example, the foaming height (foaming property) after shaking for 1 minute is preferably 40 ml or less, more preferably 35 ml or less. In addition, the foaming height (defoaming property) after shaking for 1 minute and then leaving to stand for 5 minutes is preferably 40 ml or less, more preferably 35 ml or less. If the foaming exceeds 40 ml, bleeding due to poor dispersibility of the ink may occur.

[0043] The water-soluble polymeric compound is not particularly limited and can be appropriately selected from known compounds. For example, natural water-soluble polymeric compounds include plant polymeric compounds such as gum arabic, tragan gum, guar gum, karaya gum, locust bean gum, arabinogalactone, pectin, and quince seed starch, seaweed polymeric compounds such as alginic acid, carrageenan, and agar, animal polymeric compounds such as gelatin, casein, albumin, and collagen, and microbial polymeric compounds such as xanthan gum and dextran. In addition, water-soluble polymeric compounds chemically modified using natural products as raw materials include cellulose polymeric compounds such as methylcellulose, ethylcellulose, hydroxyethylcellulose, hydroxypropylcellulose, and carboxymethylcellulose, starch polymeric compounds such as sodium starch glycolate and sodium starch phosphate, and seaweed polymeric compounds such as propylene glycol alginate. Examples of synthetic water-soluble polymer compounds include vinyl polymer compounds such as polyvinyl alcohol, polyvinylpyrrolidone, and polyvinyl methyl ether; polyacrylamide, polyacrylic acid or an alkali metal salt thereof; acrylic resins such as water-soluble styrene-acrylic resin; water-soluble styrene-maleic acid resin, water-soluble vinylnaphthalene-acrylic resin, water-soluble vinylnaphthalene-maleic acid resin, polyvinylpyrrolidone, polyvinyl alcohol, polyallylamine, polyethyleneimine, alkali metal salts of β-naphthalenesulfonic acid-formalin condensates; and polymer compounds having, in their side chains, salts of cationic functional groups such as quaternary ammonium and amino groups.

[0044] When the biomass water-soluble surfactant composition of the present invention is used as an aqueous wetting agent for a paper coating agent, or when the biomass water-soluble surfactant composition is used to produce ink, the water-soluble surfactant composition is preferably contained in an amount of 0.05 to 10 mass %, more preferably 0.05 to 5 mass %, based on the total amount of the paper coating agent or the total amount of the ink.

[0045] The paper coating agent containing the biomass water-soluble surfactant composition of the present invention can contain, in addition to the water-soluble surfactant composition of the present invention, fine particles, a hydrophilic binder, and other additives.

[0046] Examples of the fine particles include at least one type of fine particles selected from organic fine particles, silica fine particles, alumina fine particles, and pseudo-boehmite-type aluminum hydroxide fine particles. Among these, silica fine particles, alumina fine particles, and pseudo-boehmite-type aluminum hydroxide fine particles are preferred. The average primary particle diameter of the fine particles is preferably 50 nm or less, more preferably 30 nm or less, and particularly preferably 15 nm or less. In particular, when the average primary particle diameter of the fine particles is 15 nm or less, the ink absorption characteristics can be effectively improved, and at the same time, the gloss of the surface of the ink receiving layer can be increased. In addition, the lower limit of the average primary particle diameter of the fine particles is not particularly limited, but it is preferably 1 nm or more. The amount of the fine particles to be blended in the paper coating agent is not particularly limited, but is preferably 1 to 50 mass % in the paper coating agent, and more preferably 5 to 40 mass %.

[0047] Examples of hydrophilic binders include polyvinyl alcohol, oxidized starch, etherified starch, carboxymethyl cellulose, hydroxyethyl cellulose and other cellulose derivatives, casein, gelatin, soy protein, silanol-modified polyvinyl alcohol, styrene-butadiene copolymer, methyl methacrylate-butadiene copolymer and other conjugated diene-based latexes, acrylic copolymer latexes such as acrylic acid ester and methacrylic acid ester copolymers, vinyl polymer latexes such as ethylene vinyl acetate copolymers, maleic anhydride resins, melamine resins, urea resins, polymethyl methacrylate, polyurethane resins, unsaturated polyesters, polyvinyl butyral, alkyd resins and other synthetic resins, which may be used alone or in combination of two or more. From the viewpoint of ink absorbency, it is more preferable to contain at least one selected from polyvinyl alcohol-based resins, cellulose-based resins, resins having an ether bond, resins having a carbamoyl group, resins having a carboxy group, and gelatins. When the polyvinyl alcohol is used, the degree of saponification is preferably 82 mol% or more, more preferably 86 to 99 mol%, from the viewpoint of color density. Also, the degree of polymerization is preferably 300 to 4,500, more preferably 500 to 2,600, from the viewpoint of obtaining sufficient film strength. The amount of hydrophilic binder to be mixed in the paper coating agent is not particularly limited, but is preferably 45 to 95 mass% as a 1 to 5 mass% aqueous solution in the paper coating agent, more preferably 55 to 90 mass%.

[0048] Other additives that can be appropriately blended include pigment dispersants, thickeners, flow improvers, defoamers, foam inhibitors, release agents, foaming agents, penetrating agents, coloring dyes, coloring pigments, fluorescent whitening agents, UV absorbers, antioxidants, preservatives, mold inhibitors, water-resistant whitening agents, wet strength agents, and dry strength agents, etc. These additives can be added as the remainder after subtracting the amounts of the above-mentioned components from 100% by mass of the paper coating agent.

[0049] A paper coating agent can be obtained by blending the biomass water-soluble surfactant composition of the present invention, fine particles, a hydrophilic binder, and other additives. The paper coating agent can be applied to the surface to be coated for printing by a known method such as gravure coating, which is used for immersion, coating, or spraying, to obtain coated paper. In this case, the coating amount is 3 to 50 g / m 2 , more preferably 5 to 20 g / m 2 By controlling the coating speed to 20 to 2,000 m / min, and more preferably 40 to 2,000 m / min, coated paper can be obtained.

[0050] Inks containing the water-soluble surfactant composition of the present invention may contain, in addition to the water-soluble surfactant composition of the present invention, a colorant, a solvent such as water or a solvent, a resin, and other additives.

[0051] As the coloring agent, dyes, organic pigments, or inorganic pigments can be suitably used. For example, as the dye, in addition to those classified as acid dyes, direct dyes, reactive dyes, vat dyes, sulfur dyes, or food colorants in the Color Index, colorants classified as oil-soluble dyes or basic dyes can also be used. As the pigment for black ink, carbon blacks (CI Pigment Black 7) such as furnace black (color black), lamp black, acetylene black, and channel black, specifically, for example, Raven 7000, Raven 5750, Raven 5250, Raven 5000, Raven 3500, Raven 2000, Raven 1500, Raven 1250, Raven 1200, Raven 1190 ULTRA-II, Raven 1170, and Raven 1255 (all manufactured by Columbia), Black Pearls (Black Pearls L, Regal 400R, Regal 330R, Regal 660R, Mogul L, Monarch 700, Monarch 800, Monarch 880, Monarch 900, Monarch 1000, Monarch 1100, Monarch 1300, Monarch 1400, Vulcan XC-72R (all manufactured by Cabot), Color Black FW1, Color Black FW2, Color Black FW2V, Color Black FW18, Color Black FW200, Color Black S150, Color Black S160, Color Black S170, Printex 35, Printex U, Printex V, Printex 140U, Printex 140V, Special Black Black) 6, Special Black 5, Special Black 4A, Special Black 4 (all manufactured by Degussa), No. 25, No. 33, No. 40, No. 47, No. 52, No. 900, No. 2300, MCF-88, MA600, MA7, MA8, MA100 (all manufactured by Mitsubishi Chemical Corporation), etc., or metals such as copper oxide, iron oxide (CI Pigment Black 11), titanium oxide, etc., and organic pigments such as aniline black (CI Pigment Black 1).Further color inks include CI Pigment Yellow 1 (Fast Yellow G), 3, 12 (Disazo Yellow AAA), 13, 14, 17, 24, 34, 35, 37, 42 (Yellow Iron Oxide), 53, 55, 74, 81, 83 (Disazo Yellow HR), 93, 94, 95, 97, 98, 100, 101, 104, 108, 109, 110, 117, 120, 128, 138, and 153. , 180, CI Pigment Red 1, 2, 3, 5, 17, 22 (Brilliant First Scarlet), 23, 31, 38, 48:2 (Permanent Red 2B (Ba)), 48:2 (Permanent Red 2B (Ca)), 48:3 (Permanent Red 2B (Sr)), 48:4 (Permanent Red 2B (Mn)), 49:1, 52:2, 53:1, 57:1 (Brilliant Ca Rhodamine 6B), 60:1, 63:1, 63:2, 64:1, 81 (Rhodamine 6G Lake), 83, 88, 101 (Red oxide), 104, 105, 106, 108 (Cadmium Red), 112, 114, 122 (Quinacridone Magenta), 123, 146, 149, 166, 168, 170, 172, 177, 178, 179, 185, 190, 193, 202, 206, 209, 219, CI Pigment Violet 19, 23, CI Pigment Orange 36, CI Pigment Blue 1, 2, 15 (Phthalocyanine Blue R), 15:1, 15:2, 15:3 (Phthalocyanine Blue G), 15:4, 15:6 (Phthalocyanine Blue E), 16, 17:1, 56, 60, 63, CI Pigment Green 1, 4, 7, 8, 10, 17, 18, 36, etc. can be used. The amount of colorant blended in the ink is not particularly limited, but is preferably 0.1 to 15% by mass, more preferably 2 to 10% by mass in the ink.

[0052] Examples of the solvent include water, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, polyethylene glycol having a molecular weight of 2,000 or less, 1,3-propylene glycol, isopropylene glycol, isobutylene glycol, 1,4-butanediol, 1,3-butanediol, 1,5-pentanediol, 1,6-hexanediol, glycerin, glycols such as mesoerythritol and pentaerythritol, alkyl alcohols having 1 to 4 carbon atoms, glycol ethers, formamide, acetamide, dimethyl sulfoxide, sorbitol, sorbitan, acetin, diacetin, triacetin, and sulfolane, and one or more of these can be appropriately selected and used. The amount of the solvent to be blended in the ink is not particularly limited, but is preferably 50 to 99% by mass, more preferably 60 to 95% by mass in the ink.

[0053] As the resin, the hydrophobic group of the substance forming the polymer is preferably at least one selected from an alkyl group, a cycloalkyl group, or an aryl group. And, the hydrophilic group is preferably at least a carboxyl group, a sulfonic acid group, a hydroxyl group, an amino group, an amide group, or a base thereof. As the substance forming the dispersed polymer, for example, a monomer or oligomer having an acryloyl group, a methacryloyl group, a vinyl group, or an aryl group having a double bond can be used.For example, styrene, tetrahydrofurfuryl acrylate, butyl methacrylate, (α,2,3 or 4)-alkylstyrene, (α,2,3 or 4)-alkoxystyrene, 3,4-dimethylstyrene, α-phenylstyrene, divinylbenzene, vinylnaphthalene, dimethylamino(meth)acrylate, dimethylaminoethyl(meth)acrylate, dimethylaminopropylacrylamide, N,N-dimethylaminoethyl acrylate, acryloylmorpholine, N,N-dimethylacrylamide, N-isopropylacrylamide, N,N-diethylacrylamide, methyl(meth)acrylate, ethyl(meth)acrylate, propyl(meth)acrylate, ethylhexyl(meth)acrylate, other alkyl(meth)acrylates, methoxydiethylene glycol(meth)acrylate, ethoxy group, propoxy group, butoxy group diethylene glycol or polyethylene glycol(meth)acrylate, cyclohexyl(meth)acrylate, benzyl(meth)acrylate, methyl(meth)acrylate, ethyl(meth)acrylate, propyl(meth)acrylate, ethylhexyl(meth)acrylate, methyl(meth)acrylate, ethyl ... In addition to monofunctional (meth)acrylates such as ethyl (meth)acrylate, phenoxyethyl (meth)acrylate, isobornyl (meth)acrylate, hydroxyalkyl (meth)acrylate, other fluorine-, chlorine-, and silicon-containing (meth)acrylates, (meth)acrylamide, maleic acid amide, and (meth)acrylic acid, when a crosslinking structure is to be introduced, (mono-, di-, tri-, tetra-, or poly)ethylene glycol di(meth)acrylate, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, 1, Compounds having an acrylic group or a methacrylic group, such as (meth)acrylates of 8-octanediol and 1,10-decanediol, trimethylolpropane tri(meth)acrylate, glycerin (di, tri)(meth)acrylate, di(meth)acrylate of an ethylene oxide adduct of bisphenol A or F, neopentyl glycol di(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol hexa(meth)acrylate, etc., can be used. The amount of the resin to be blended in the ink is not particularly limited, but is preferably 0 to 30% by mass, more preferably 0 to 20% by mass in the ink. When blended, it is preferably 1% by mass or more.

[0054] Other additives that can be appropriately blended include ultraviolet absorbers, antioxidants, pH adjusters, preservatives, viscosity adjusters, etc. These other additives can be blended as the balance in 100% by mass of the ink composition, in addition to the above materials.

[0055] Ink with excellent properties can be obtained by dispersing / dissolving the biomass water-soluble surfactant composition of the present invention, a colorant, a solvent, a resin, and other additives, and mixing and stirring them. The ink has excellent printing properties when its viscosity is adjusted to 4 mPa s or less (excluding 0). EXAMPLES

[0056] The present invention will be described in more detail below with reference to examples and comparative examples, but the present invention is not limited to the following examples. In the following examples, parts and % respectively indicate parts by mass and % by mass.

[0057] The components used in the examples and comparative examples are as follows. [Component A] (A-1): Ethoxylated 2,5,8,11-tetramethyl-6-dodecyne-5,8-diol (molecular weight: 430, HLB: 9.8, R 1 is a 3-methylbutyl group, and R 2 is a methyl group, and the average value of m+n in formula (2) (average number of moles of EO groups added) is 4. (A-2): 2,5,8,11-tetramethyl-6-dodecyne-5,8-diol (molecular weight: 430, HLB: 2.7, R 1 is a 3-methylbutyl group, and R 2 is a methyl group) (A-3): 2,4,7,9-tetramethyl-5-decyne-4,7-diol (molecular weight: 226, HLB: 3.0, R 1 is a 2-methylpropyl group, and R 2 is a methyl group)

[0058] [Component B] The HLB values ​​below are calculated using the Griffin method. (B-1): Lauryl alcohol ethoxylate R 5 O(C 2 H 4 O) 7 H In the above formula, R 5 A mixture of compounds in which the alkyl group is C12 to C14, the average number of moles of EO groups added is 7 (Laureth-7), HLB value: 12.5, molecular weight: 500 (B-2): Lauryl alcohol ethoxylate R 5 O(C 2 H 4 O) 10 H In the above formula, R 5 A mixture of compounds with C12 to C14 alkyl groups, with an average molar number of EO groups added of 10 (Laureth-10). HLB value: 14.1, molecular weight: 650 (B-3): Lauryl alcohol ethoxylate R 5 O(C 2 H 4 O) 12 H In the above formula, R 5 A mixture of compounds with C12 to C14 alkyl groups, with an average molar number of EO groups added of 12 (Laureth-12). HLB value: 14.8, molecular weight: 750 (B-4): Lauryl alcohol ethoxylate R 5 O(C 2 H 4 O) 16 H In the above formula, R 5 A mixture of compounds with C12 to C14 alkyl groups, with an average molar number of EO groups added of 16 (Laureth-16). HLB value: 15.8, molecular weight: 900 (B-5): Cetearyl alcohol ethoxylate R 5 O(C 2 H 4 O) 20 H In the above formula, R 5A mixture of compounds with C16 to C18 alkyl groups, with an average molar number of EO groups added of 20 (ceteareth-20). HLB value: 15.7, molecular weight: 1200 (B-6): Polyoxyethylene sorbitan monolaurate It is an ethylene oxide addition polymer of sorbitan monolaurate, and the average number of moles of EO groups added is 20 (Polysorbate 20). HLB value: 14.4, molecular weight: 1300 (B-7): Polyoxyethylene sorbitan oleate It is an ethylene oxide addition polymer of sorbitan monooleate, and the average number of moles of EO groups added is 20 (Polysorbate 80). HLB value: 13.4, molecular weight: 1300 (B-8): Polyoxyethylene-added castor oil It is an ethylene oxide addition polymer of castor oil, and the average number of moles of EO groups added is 55 (PEG55-castor oil). HLB value: 14.8, molecular weight: 3500 (B-9): Polyoxyethylene-added hydrogenated castor oil It is an ethylene oxide addition polymer of hydrogenated castor oil, with the average number of EO groups added being 60 (PEG60-hydrogenated castor oil). HLB value: 14.4, molecular weight: 3700

[0059] Reference surfactant: (C-1): Naroacty CL-160 (polyoxyalkylene alkyl ether, HLB=15.2, alkylene oxide adduct of synthetic higher alcohol)

[0060] The methods for evaluating the physical properties of the surfactant compositions in the examples and comparative examples are as follows.

[0061] <Analysis of biomass content> The biomass degree of component (A), component (B), and each solvent constituting each of the surfactant compositions obtained in the following Examples 1 to 30, Comparative Examples 1 to 12, and Reference Examples 1 to 3 was analyzed. Biomass content was analyzed using accelerator mass spectrometry (AMS).14 C concentration measurement and analysis were performed in accordance with ASTM-D6866-22. The sample was sealed in a tin cup and analyzed for CO using an elemental analyzer (elementar vario MICRO CUBE). 2 The gas was gasified, refined in a glass gas refining line (manufactured by Koshin Chemical Industries, Ltd.), and graphite was produced by hydrogen reduction in a graphite reduction tube furnace (manufactured by Koshin Chemical Industries, Ltd.). After adjustment, the gas was analyzed using an accelerator mass spectrometer (compact AMS: 1.5ASH manufactured by NEC). 14 The C concentration was measured. 14 After correcting for the isotope fractionation effect on the C concentration, the pMC value and biomass degree were calculated. NIST oxalic acid (SRM4990C) was used as the standard sample. The biomass degree in each surfactant composition was calculated from the following formula using the biomass degrees of component (A), component (B), and each solvent obtained in the above analysis.

[0062] In the formula below, 14 "C carbon content" indicates the degree of biomass analyzed by the AMS. "Total carbon content in structure" indicates the total carbon content in the chemical structure of each component.

[0063] The (A) component in the surfactant composition 14 Amount of carbon [g] = [amount of component (A)] × [amount of component (A)] 14 C carbon content ratio] × [(A) total carbon content ratio in component structure] The (B) component in the surfactant composition 14 Amount of carbon [g] = [amount of component (B)] × [amount of component (B)] 14 (C) Carbon content ratio × ((B) Total carbon content ratio in component structure) Solvent components in surfactant composition 14 Amount of carbon in the solvent component [g] = [amount of solvent component] × [ 14 [C carbon content ratio] × [total carbon content ratio in solvent component structure] The amount of component (A) in the surfactant composition obtained above 14 C carbon content [g], (B) component in surfactant composition 14The amount of carbon [g] and the solvent component in the surfactant composition 14 The total amount of C carbon [g] in the surfactant composition 14 C is the carbon content [g].

[0064] Total carbon content of component (A) in the surfactant composition [g] = [amount of component (A)] × [total carbon content in the structure of component (A)] Total carbon content of component (B) in the surfactant composition [g] = [amount of component (B)] × [total carbon content in component (B) structure] Total carbon content of the solvent component in the surfactant composition [g] = [solvent component blend amount] × [total carbon content in the solvent component structure] The total amount of carbon [g] in the surfactant composition was calculated by adding together the total amount of carbon [g] of the component (A) in the surfactant composition, the total amount of carbon [g] of the component (B) in the surfactant composition, and the total amount of carbon [g] of the solvent components in the surfactant composition, all of which were determined in (1) to (3) above.

[0065] The biomass ratio in the surfactant composition was calculated from the following formula.

number

[0066] <Solubility> The appearance of the 0.1% by mass aqueous solution of the surfactant composition and the presence or absence of insoluble matter were visually confirmed. ○: The solution is transparent and no insoluble matter is observed. △: The solution is cloudy, but no insoluble matter is observed. ×: Some insoluble matter was observed

[0067] <Static surface tension> The static surface tension of a 0.1% by mass aqueous solution of the surfactant composition was measured at room temperature using a surface tensiometer DY-500 manufactured by Kyowa Interface Science Co., Ltd.

[0068] <Dynamic surface tension> The dynamic surface tension of a 0.1% by mass aqueous solution of the surfactant composition was measured at room temperature at 1 Hz and 10 Hz using a bubble pressure type dynamic surface tensiometer, KRUSS BP-100, manufactured by KRUSS.

[0069] <Foaming and defoaming properties> 20 ml of a 0.1% by mass aqueous solution of the surfactant composition was placed in a 100 ml measuring cylinder, and the foaming height (foam volume in ml) immediately after shaking for 1 minute using a shaker (IWAKIKM Shaker V-SX) was measured and used as the foaming ability. Thereafter, the sample used for measuring the foaming property was left to stand for 5 minutes, and the height of foaming (foam volume ml) was measured and taken as the defoaming property.

[0070] [Example 1] 50 parts of (A) acetylene glycol shown in Table 1 below that had been heated to 60°C and 50 parts of (B) B-1 component shown in Table 1 below that had been heated to 60°C were added, and the mixture was stirred for 2 hours with a propeller stirrer, and then cooled to room temperature to obtain the surfactant composition of Example 1.

[0071] [Examples 2 to 30, Comparative Examples 1 to 12, Reference Examples 1 to 3] As in Example 1, Examples 2 to 30 were obtained with the blending compositions shown in Table 1. Also, as in Example 1, Comparative Examples 1 to 12 were obtained with the blending compositions shown in Table 2.

[0072] [Table 1]

[0073] [Table 2]

[0074] [Table 3]

[0075] As can be seen from the comparison of Tables 1 and 2 with Table 3 above, the biomass water-soluble surfactant composition of the present invention has excellent defoaming properties and dispersibility. Furthermore, since it has low static surface tension and dynamic surface tension, it can impart excellent wettability and permeability to inks and the like. In addition, it has good solubility in water and does not produce insoluble matter. In particular, since the dynamic surface tension of a 0.1% by mass aqueous solution at 1 Hz and 10 Hz is low, it can be used for high-speed printing and high-speed coating.

[0076] Preparation of blue ink formulation [Coating Example 1] 15 parts of EMACOL SF BKUE H524F (water 20-25%, copper phthalocyanine 20-25%, manufactured by Sanyo Pigment Co., Ltd.) as a blue pigment dispersion, 85 parts of ion-exchanged water as an aqueous solvent, and 0.5 parts of the surfactant composition obtained in Example 1 above were added and stirred with a propeller stirrer for 1 hour, and then a blue ink formulation (hereinafter referred to as "Coating Example 1") was obtained.

[0077] [Coating Examples 2 to 5, Coating Comparative Examples 1 to 6, and Coating Reference Example 1] Blue ink formulations (hereinafter referred to as "Coating Examples 2 to 5") were obtained by repeating the steps of Coating Example 1, except that the surfactant composition in Coating Example 1 was changed to the surfactant composition obtained in Example 10, 11, 14, or 26. In addition, comparative blue ink formulations (hereinafter referred to as "Comparative Coating Examples 1 to 6") were obtained by repeating the steps of Coating Example 1, except that the surfactant composition in Coating Example 1 was changed to the surfactant composition obtained in Comparative Examples 1 to 5 or 12. Furthermore, the steps of Coating Example 1 were repeated, except that the surfactant composition in Coating Example 1 was changed to the surfactant composition obtained in Reference Example 1, to obtain a reference blue ink formulation (hereinafter referred to as "Coating Reference Example 1").

[0078] The properties of the blue ink formulation were measured and evaluated as follows, and the results are shown in Table 4.

[0079] [Evaluation of blue ink formulations] <Solubility> The appearance of the blue ink formulation and the presence or absence of insoluble matter were visually confirmed. ○: Good solubility, no insoluble matter observed ×: Some insoluble matter such as floating oil is observed

[0080] <Coatability> The above blue ink formulation was applied to coated paper (paper using OK Topcoat (Oji Paper Co., Ltd.) manufactured by Nippon Test Panel Co., Ltd.) using a bar coater RDS07 (coating film thickness: approximately 16.0 μm), and the condition of the coated surface, such as repelling, was visually inspected. ◎: No repelling, color unevenness, or pinholes are observed. ○: Generally no repelling, color unevenness, or pinholes are observed △: Some repelling, uneven coloring, or pinholes are observed. ×: Many repellings, color unevenness, or pinholes are observed.

[0081] [Table 4]

[0082] The biomass water-soluble surfactant composition of the present invention has excellent solubility in water. In addition, it has excellent defoaming properties and dispersibility, and further has low dynamic surface tension, so that it imparts excellent wettability and permeability to inks, paper coating agents, etc., and has excellent coating properties. The surfactant composition of the present invention is also in line with consideration for environmental issues, and is useful as a surfactant for inks, paper coating agents, etc.

Claims

1. (A) Formula (1) below 【Chemistry 1】 (In the formula, R １ and R ２ Each represents an alkyl group having 1 to 5 carbon atoms.) and / or an acetylene glycol represented by the following formula (2): 【Chemistry 2】 (In the formula, R ３ and R ４ each represents an alkyl group having 1 to 5 carbon atoms, m and n each represent a positive number of 0.5 to 25, and m+n is a value of 1 to 40. Ethoxylated acetylene glycols represented by the formula: (B) A polyoxyalkylene-adducted nonionic surfactant comprising at least one bio-derived polyoxyalkylene-adducted nonionic surfactant: The polyoxyalkylene-added nonionic surfactant is a polyoxyalkylene addition polymer of a compound having 25 to 60 carbon atoms selected from aliphatic alcohols, unsaturated fatty acids, saturated fatty acids, fatty acid esters, sorbitan fatty acid esters, and glycerin fatty acid esters, and has an oxyalkylene addition mole number of 1 to 60 moles. The water-soluble surfactant composition comprises:

2. The water-soluble surfactant composition according to claim 1, wherein the component (B) is represented by the following formula (3): R ５ O(C ２ H ４ O) ｘ (C ３ H ６ O) ｙ H (3) (In the formula, R ５ represents a linear, cyclic or branched, saturated or unsaturated hydrocarbon group having 25 to 60 carbon atoms which may contain a heteroatom, the hydrocarbon group being a group selected from an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, an unsaturated fatty acid residue, a saturated fatty acid residue, a fatty acid ester residue, a sorbitan fatty acid ester residue, and a glycerin fatty acid ester residue, x is a positive number from 1 to 60, y is 0 or a positive number from 1 to 60, and the oxyalkylene units in the parentheses of x and y may be bonded randomly or may have a block structure.

3. 2. The water-soluble surfactant composition according to claim 1, wherein the amount of the component (A) is 5 to 80% by mass, based on the total mass of the composition, and the amount of the component (B) is 20 to 95% by mass, based on the total mass of the composition.

4. 2. The water-soluble surfactant composition according to claim 1, wherein the HLB of said component (B) is 10 to 18.

5. 2. The water-soluble surfactant composition according to claim 1, wherein the HLB of said component (B) is 12 to 16.

6. 2. The water-soluble surfactant composition according to claim 1, wherein the component (B) has a biomass degree of 10% to 100% according to ASTM-D6866-22.

7. 3. The water-soluble surfactant composition according to claim 2, wherein, in said formula (3), x is a positive number from 1 to 60, and y is 0.

8. In the formula (3), R ５ represents a linear, cyclic or branched, saturated or unsaturated hydrocarbon group having 30 to 60 carbon atoms which may contain a heteroatom, said hydrocarbon group being a group selected from an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, an unsaturated fatty acid residue, a saturated fatty acid residue, a fatty acid ester residue, a sorbitan fatty acid ester residue, and a glycerin fatty acid ester residue, x is a positive number from 30 to 60, and y is 0.

9. The water-soluble surfactant composition according to claim 1, further comprising (C) a water-soluble organic solvent.

10. 2. The water-soluble surfactant composition according to claim 1, wherein an aqueous solution containing the water-soluble surfactant composition at a concentration of 0.1% by mass has a dynamic surface tension of 60 mN / m or less at room temperature at 1 Hz and 10 Hz.

11. A paper coating agent comprising the water-soluble surfactant composition according to any one of claims 1 to 10.

12. The paper coating agent according to claim 11, wherein the amount of the water-soluble surfactant composition is 0.05 to 10% by mass based on the total amount of the paper coating agent.

13. An ink comprising the water-soluble surfactant composition according to any one of claims 1 to 10.

14. The ink according to claim 13, wherein the amount of the water-soluble surfactant composition is 0.05 to 10% by mass based on the total amount of the ink.

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