# US 12,767,626 B2 · Non-ionic surfactants and methods of making and using the same

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- Number: US 12,767,626 B2
- Document ID: US12767626B2
- Status: Granted
- Kind: B2
- Application number: 19/429,645
- Filed: 2025-12-22
- Published: 2026-07-02
- Granted: 2026-10-20
- Earliest claimed: 2024-12-30
- Assignees: Life Technologies Corporation
- Applicants: Life Technologies Corporation
- Inventors: Premchendar Nandhikonda; Yi-Zhen Hu; Krishnamurthy Nacharaju; Yexin Wu
- Web page: https://patentgrep.com/patent/US12767626B2

## CPC

- C07C 43/164: containing six-membered aromatic rings
- C07C 43/1785: {having more than one ether bound}
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

Disclosed herein are aspects of a compound according to Formula I The compounds are useful as surfactants and can be used in applications for which a surfactant is indicated. The disclosed compounds are biodegradable and do not form toxic by-products when degraded. As such, the disclosed compounds can be used as replacements for current surfactants, such as current octylphenol ethoxylates (OPEs) and nonylphenol ethoxylates (NPEs) that have toxic effects when degraded. Also disclosed are aspects of a method for making the compounds and methods for using the compounds in cell assays.

## Claims

### Claim 1

A compound having a structure according to Formula I
wherein
R1 is
—([(CH2)y]—O)z—R4, each y independently is 2 or 3, z is from 4 to 25, and R4 is H or C1-4alkyl;
z is 4 to 20, and PS is a polystyrene bead;
R2 is C2-15alkyl;
each R3 independently is C1-6alkyl, —O—C1-6alkyl, —O—C3-6cycloalkyl,
z is 4 to 20, and PS is a polystyrene bead;
n is from 0 to 8;
each R′ and R″ independently is H or C1-4alkyl;
m is from 0 to 6;
X is O, N(Ra), C(═O), (C═O)N(Ra), C(═O)O, N(Ra)C(═O), OC(═O), or a bond;
Y is a bond, or N(Ra);
Linker is —(CH2)xO—, —(CH2)xC(═O)O—, —(CH2)xC(═O)N—, or —(CH2)xNC(═O)—;
x is 1, 2, 3, or 4;
p is 0 or 1; and
each Ra independently is H or C1-4alkyl.

### Claim 2 (depends on 1)

The compound of claim 1, wherein R3 independently is —O—C1-6alkyl, —O—C3-6cycloalkyl,
z is 4 to 20, and PS is a polystyrene bead.

### Claim 3 (depends on 1)

The compound of claim 1, wherein R1 is
z is 4 to 20, and PS is a polystyrene bead.

### Claim 4 (depends on 1)

The compound of claim 1, having a structure according to any one of Formulas Ia, IIa, IIb or IIc

### Claim 5 (depends on 1)

The compound of claim 1, having a structure according to any one of Formulas IIIa, IIIb, IIIc, IIId, Ille, IIIf, IVa, IVb, IVc, IVd, IVe, IVf, IVg, or IVh

### Claim 6 (depends on 1)

The compound of claim 1, wherein R1 is polyalkylene oxide.

### Claim 7 (depends on 6)

The compound of claim 6, wherein R1 is polyethylene glycol, polypropylene glycol or a combination thereof.

### Claim 8 (depends on 7)

The compound of claim 7, wherein the polyalkylene glycol comprises a terminal methyl.

### Claim 9 (depends on 1)

The compound of claim 1, wherein:
R1 is —([(CH2)y]—O)z—R4;
z is from 6 to 12; and
R4 is H, methyl or C2-4alkyl.

### Claim 10 (depends on 9)

The compound of claim 9, wherein each y is 2.

### Claim 11 (depends on 1)

The compound of claim 1, wherein R1 is a polyethylene glycol having a mass average molecular weight of from 500 to 800 daltons.

### Claim 12 (depends on 1)

The compound of claim 1, wherein m is 0, 1, 2, or 3.

### Claim 13 (depends on 1)

The compound of claim 1, wherein X is O or a bond.

### Claim 14 (depends on 1)

The compound of claim 1, wherein Y is a bond.

### Claim 15 (depends on 1)

The compound of claim 1, wherein Linker is —(CH2)xC(═O)O—, or —(CH2)xC(═O)N—.

### Claim 16

A compound having a structure selected from the group consisting of:

### Claim 17 (depends on 1)

A composition, comprising a compound according to claim 1.