Anionic-cationic-nonionic surfactant, production and use thereof

An anionic-cationic-nonionic surfactant represented by formula (I-3) or formula (I-4), with the proviso that, at least one N atom contained in the molecular structure thereof bonds to an additional group Rh and an additional group X so as to form into a quaternary ammonium salt/hydroxide group represented by the formula

• wherein the group N+ represents the at least one N atom in the form of quaternary nitrogen cation;
• the group Rh represents a second optionally substituted C1-50 linear or branched alkyl, a second optionally substituted C5-50 monocyclic or polycyclic cycloalkyl, a second optionally substituted C2-50 linear or branched alkenyl or a second optionally substituted C6-50 aryl;
• the group X− represents a halogen ion or hydroxide ion,
• wherein “second optionally substituted” refers to optionally substituted by one or more substituent selected from the group consisting of oxo, hydroxyl, a C1-20 linear or branched alkyl, a C5-10 monocyclic or polycyclic cycloalkyl, a C2-20 linear or branched alkenyl, and a C6-20 aryl,
• in the formula (I-3), plural group Rc is identical with or different from one another, each independently selected from the group consisting of a third optionally substituted C1-20 linear or branched alkyl, a third optionally substituted C2-20 linear or branched alkenyl, a third optionally substituted C1-20 linear or branched alkyl carbonyl and a third optionally substituted C2-20 linear or branched alkenyl carbonyl;
• plural group Rd is identical with or different from one another, each independently selected from the group consisting of a third optionally substituted C1-10 linear or branched alkylene, a third optionally substituted C2-10 linear or branched alkenylene, a third optionally substituted C1-10 linear or branched alkylene carbonyl, a third optionally substituted C2-10 linear or branched alkenylene carbonyl, a third optionally substituted carbonyl C1-10 linear or branched alkylene carbonyl and a third optionally substituted carbonyl C2-10 linear or branched alkenylene carbonyl;
• the numerical value x′″ represents an integer from 1 to 10;
• plural group Rp is identical with or different from one another, each independently selected from the group consisting of a group represented by the formula
• hydrogen, a third optionally substituted C1-50 linear or branched alkyl, a third optionally substituted C5-50 monocyclic or polycyclic cycloalkyl, a third optionally substituted C2-50 linear or branched alkenyl and a third optionally substituted C6-50 aryl, with the proviso that at least one of the groups Rp represents a group represented by the formula
• plural numerical value m′ is identical with or different from one another, each independently represents a value from 0 to 100, plural numerical value n′ is identical with or different from one another, each independently represents a value from 0 to 100, with the proviso that the sum of all numerical values m′ and all numerical values n′ is greater than 0 but not greater than 200;
• wherein the plural group L is identical with or different from one another, each independently selected from the group consisting of a third optionally substituted C1-10 linear or branched alkylene and a third optionally substituted C2-10 linear or branched alkenylene, wherein plural group Salt may be identical with or different from one another, each independently represents a group represented by the formula -A−(M)r+, wherein the group A− represents a carboxylate ion (COO−) or a sulfonate ion (SO3−);
• the group M represents alkali metal, alkaline earth metal or ammonium (NH4);
• wherein when the group M represents alkali metal or ammonium, r=1;
• when the group M represents alkaline earth metal, r=0.5;
• with the proviso that at least one out of the group Rc and the group Rh comprises in its molecular structure a C8 linear moiety, and the overall average number of the units
• is 10.0 or more,
• in the formula (I-4), the group Rc represents a third optionally substituted C1-20 linear or branched alkyl, a third optionally substituted C2-20 linear or branched alkenyl, a third optionally substituted C1-20 linear or branched alkyl carbonyl or a third optionally substituted C2-20 linear or branched alkenyl carbonyl;
• plural group Rd is identical with or different from one another, each independently selected from the group consisting of a third optionally substituted C1-10 linear or branched alkylene, a third optionally substituted C2-10 linear or branched alkenylene, a third optionally substituted C1-10 linear or branched alkylene carbonyl, a third optionally substituted C2-10 linear or branched alkenylene carbonyl, a third optionally substituted carbonyl C1-10 linear or branched alkylene carbonyl and a third optionally substituted carbonyl C2-10 linear or branched alkenylene carbonyl;
• the group Y represents N or O, with the proviso that when the group Y represents N, a=1, when the group Y represents O, a=0;
• the numerical value x″″ represents an integer from 1 to 9;
• plural group Rp1 is identical with or different from one another, each independently selected from the group consisting of a group represented by the formula
• hydrogen, a third optionally substituted C1-50 linear or branched alkyl, a third optionally substituted C5-50 monocyclic or polycyclic cycloalkyl, a third optionally substituted C2-50 linear or branched alkenyl and a third optionally substituted C6-50 aryl, with the proviso that at least one of the groups Rp1 represents a group represented by the formula
• plural group Rp2 is identical with or different from one another, each independently selected from the group consisting of a group represented by the formula
• hydrogen, a third optionally substituted C1-50 linear or branched alkyl, a third optionally substituted C5-50 monocyclic or polycyclic cycloalkyl, a third optionally substituted C2-50 linear or branched alkenyl and a third optionally substituted C6-50 aryl;
• plural group Rp3 is identical with or different from one another, each independently selected from the group consisting of a group represented by the formula
• hydrogen, a third optionally substituted C1-50 linear or branched alkyl, a third optionally substituted C5-50 monocyclic or polycyclic cycloalkyl, a third optionally substituted C2-50 linear or branched alkenyl and a third optionally substituted C6-50 aryl;
• plural numerical value m′ is identical with or different from one another, each independently represents a value from 0 to 100, plural numerical value n′ is identical with or different from one another, each independently represents a value from 0 to 100, plural numerical value m″ is identical with or different from one another, each independently represents a value from 0 to 100, plural numerical value n″ is identical with or different from one another, each independently represents a value from 0 to 100, plural numerical value m′″ is identical with or different from one another, each independently represents a value from 0 to 100, plural numerical value n′″ is identical with or different from one another, each independently represents a value from 0 to 100, with the proviso that the sum of all numerical values m′ and all numerical values m″ and all numerical values m′″ and all numerical values n′ and all numerical values n″ and all numerical values n′″ is greater than 0 but not greater than 200;
• wherein the plural group L is identical with or different from one another, each independently selected from the group consisting of a third optionally substituted C1-10 linear or branched alkylene and a third optionally substituted C2-10 linear or branched alkenylene, wherein plural group Salt may be identical with or different from one another, each independently represents a group represented by the formula -A−(M)r+, wherein the group A− represents a carboxylate ion (COO−) or a sulfonate ion (SO3−);
• the group M represents alkali metal, alkaline earth metal or ammonium (NH4);
• wherein when the group M represents alkali metal or ammonium, r=1;
• when the group M represents alkaline earth metal, r=0.5;
• with the proviso that at least one out of the group Rc and the group Rh comprises in its molecular structure a C8 linear moiety, and the overall average number of the units —O—CH2—CH2— and/or
• is 10.0 or more,
• wherein “third optionally substituted” refers to optionally substituted by one or more substituent selected from the group consisting of hydroxyl, a C1-20 linear or branched alkyl, a C5-10 monocyclic or polycyclic cycloalkyl, a C2-20 linear or branched alkenyl, and a C6-20 aryl.