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US 12,528,991 B2Granted
Citronellol alkoxylate surfactants
AssigneeP2 Science, Inc.
InventorsPatrick Foley, Ted Anastasiou
Life of this patent
Estimating the term…
Abstract
The present disclosure is directed to novel derivatives of citronellol and polycitronellol, particularly alkoxylated derivatives of citronellol and polycitronellol, and methods of making them, compositions comprising them, and methods for using them, particularly as surfactants.
Claims24
A compound of the general formula (I-B):
- or a compound of the general formula (II-B):
- or a compound of the general formula (III-B):
- or a compound of the general formula (IV-B):
- each in free or salt form, wherein:
- n is an integer from 0-20;
- m is an integer from 1-100;
- X is selected from a bond, CH2, CH2CH2, CH2C(O)—, —CH2CH2C(O)—, CH2C(O)O—, —CH2CH2C(O)O—, —C(O)—, —C(O)—O—, —C(O)—N(R)—, —S(O)—, —S(O2)—, —S(O2)—O—, and —S(O2)—N(R)—;
- for the compounds of formulas I-B, and III-B, Y is selected from CH2, CH2CH2, —C(O)—, —C(O)—O—, —C(O)—N(R)—, —S(O)—, —S(O2)—, —S(O2)—O—, and —S(O2)—N(R)—;
- for the compounds of formulas II-B, and IV-B, Y is selected from CH2CH2, —C(O)—, —CH2CH2—C(O)—, —CH2CH2—C(O)—O—, —S(O)—, or —S(O2)—;
- R is selected from H and C1-C6 alkyl optionally substituted by one or more OH;
- R1 is selected from a bond, C1-C20 alkyl, C2-C20 alkenyl, and C6-C20 aryl;
- R2 is selected from H, OH, NH2, NH(C1-C12 alkyl), N(C1-C12 alkyl)(C1-C12 alkyl), —COOH, C1-C6 alkyl, —O—C1-C12 alkyl, —O—C6-C20 aryl, —C(O)—C1-C12 alkyl, —C(O)—C6-C20 aryl, —O—C(O)—C1-C12 alkyl, —O—C(O)—C6-C20 aryl, —C(O)—O—C1-C12 alkyl, —C(O)—O—C6-C20 aryl, —O—C(O)—O—C1-C12 alkyl, —O—C(O)—O—C6-C20 aryl, —C(O)—NH2, —C(O)—NH(C1-C12 alkyl), —C(O)—N(C1-C12 alkyl)2, —C(O)—NH-aryl, —O—C(O)—NH(C1-C12 alkyl), —O—C(O)—N(C1-C12 alkyl)2, —O—C(O)—NH— aryl, —SO3H, —SO2NH2, —S(O)—C1-C12 alkyl, —S(O)—C6-C20 aryl, —S(O)2—C1-C12 alkyl, —S(O)2—C6-C20 aryl, —O—S(O)2—C1-C12 alkyl, —O—S(O)2—C6-C20 aryl, —S(O)2—O—C1-C12 alkyl, —S(O)2—O—C6-C20 aryl, —S(O)2—NH(C1-C12 alkyl), —S(O)2—N(C1-C12 alkyl)2, —O—S(O)2—OH, —O—P(O)2(OH), and —P(O)(OH)2;
- wherein each of said C1-C12 alkyl and C6-C20 aryl moieties, are independently optionally further substituted by one or more groups selected from halo, —CN, OH, NH2, NH(C1-C12 alkyl), N(C1-C12 alkyl)(C1-C12 alkyl), —COOH, —O—C1-C12 alkyl, —C(O)—C1-C12 alkyl, —O—C(O)—C1-C12 alkyl, —C(O)—O—C1-C12 alkyl, SO3H, —SO2NH2, —O—S(O)2—OH, —O—P(O)2(OH), and —P(O)(OH)2;
- and
- each R3 is independently selected from H, C1-C20 alkyl, C2-C20 alkenyl, —C(O)—C-C20 alkyl, —C(O)—C2-C20 alkenyl, —(CH2CH2O)m—CH2CH2OH, —(CH2CH2O)m—CH2CH2O—C1-C20 alkyl, —(CH2CH2O)m—CH2CH2O—C2-C20 alkenyl, —(CH2CH2O)m—CH2CH2O—C(O)—C1-C20 alkyl, —(CH2CH2O)m—CH2CH2O—C(O)—C2-C20 alkenyl, —(CH2CH(CH3)O)m—CH2CH(CH3)OH, —(CH2C H(CH3)O)m—CH2CH(CH3)O—C1-C20 alkyl, —(CH2CH(CH3)O)m—CH2CH(CH3)O—C2-C20 alkenyl, —(CH2CH(CH3)O)m—CH2CH(CH3)O—C(O)—C1-C20 alkyl, —(CH2CH(CH3)O)m—CH2CH(CH3)O—C(O)—C2-C20 alkenyl, —CH2CH2OH, —CH2CH(CH3)OH, —CH2COOH, —CH2CH2COOH, —S(O)2—OH, and —P(O)2(OH), or
- for the compound of Formula II-B, one or both R3 is a structure having the formula:
- or
- for the compound of Formula-IV-B, one or both R3 is a structure having the formula:
15 more elements
Dependencies are inferred from the claim text.