Polymeric Hair Dyes with Cationic Charge for Fastness and Safety

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Solution Overview

Problem

Current hair dye technologies, particularly those using oxidative dyes, often cause skin irritation, allergenic reactions, and damage to hair due to their chemical nature and require lengthy application processes, while also lacking in shade variety and fastness properties.

Innovation Solution

The development of polymeric hair dyes with a cationic charge located in the dye moiety, composed of specific polymer backbones and organic dye residues, which do not require oxidizing agents for application, allowing for easier use, reduced damage, and improved fastness to washing and light.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If oxidative dyes are used for hair coloring, then color variety and fastness can be achieved, but skin irritation, allergenic reactions, and hair damage occur

Engineering Contradiction:
Improvecolor fastnessVSAvoidskin irritation and hair damage
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The invention changes the chemical parameters of the dye system by using polymeric cationic dyes with molecular weights of 1000-100000, which alters the penetration and interaction characteristics with hair and skin, reducing irritation while maintaining fastness

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention combines polymer backbones with cationic dye moieties to create composite polymeric dye structures that integrate the binding advantages of polymers with the coloring capabilities of cationic dyes, achieving both safety and performance

Inventive Principle:
Principle #40Composite materials

2Duration of action of stationary object

If oxidative dyes are used for hair coloring, then permanent coloration can be achieved, but lengthy application processes and complex procedures are required

Engineering Contradiction:
Improvepermanent colorationVSAvoidapplication time
Core Design Contradiction:
Duration of action of stationary objectVSLoss of time

Solution Approach 1:

The invention extracts and eliminates the oxidizing agent component from the dye formulation, using only polymeric cationic dyes that do not require oxidation for color development, thereby simplifying the application process and reducing time

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The polymeric cationic dyes inherently possess both coloring and binding capabilities, allowing the dye to self-adhere to hair without requiring additional oxidizing or fixing agents, streamlining the entire coloring process

Inventive Principle:
Principle #25Self-service

3Reliability

If polymeric dyes with cationic charge in the polymer backbone are used, then good affinity to hair can be achieved, but the dyeing results are not optimal

Engineering Contradiction:
Improveaffinity to hairVSAvoiddyeing result quality
Core Design Contradiction:
ReliabilityVSManufacturing precision

Solution Approach 1:

The invention places the cationic charge specifically in the dye moiety rather than the polymer backbone, creating localized charge distribution that optimizes both hair affinity and color performance simultaneously

Inventive Principle:
Principle #3Local quality

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

These polymeric dyes provide deeper, longer-lasting shades with improved fastness to washing, light, shampooing, and rubbing, while minimizing skin irritation and hair damage, and can be combined with other dye classes to enhance color variety without the need for oxidizing agents.

Implementation Method 1

cationic compounds have a good affinity to negative charged hair

Methodology Applied
Scientific EffectElectrostatic attraction: Ion Repulsion/Attraction

Data Source

PatentEP2235115B1Polymeric hair dyes
Publication Date: 2013.10.16 BASF SE
  • EP2235115B1 patent drawing
  • EP2235115B1 patent drawing
  • EP2235115B1 patent drawing

AI summary

Disclosed are olymeric dye of formula (1a), (1b), (1c), A and B, independently from each other represent a polymer backbone; X1 and X2 independently from each other are a linkage group selected from -C1-C30alkylene- or -C2-C12alkenylene-, which is interrupted and/or terminated at one or both ends by one or more than one -S-, -N-, -N=-, -N(R5)-, -S(O)-, -SO2-, -(CH2CH2-O)1-5-, -(CH2CH2CH2-O)1-5-, -C(O)-, -C(O)O-, -OCO-, (II), -CON(R1)-, -C(NR1R2)2-, -(R1)NC(O)-, -C(S)R1-; or an optionally substituted, saturated or unsaturated, fused or non-fused aromatic or nonaromatic (heterocyclic) bivalent radical optionally comprising at least one heteroatom; a saturated or unsaturated, fused or non-fused aromatic or nonaromatic bivalent radical comprising at least one heteroatom, which is optionally substituted by C1-C30alkyl, C1-C30alkoxy, C2-C12alkenyl, C5-C10aryl, C5-C10cycloalkyl, C1-C10alkyl(C5-C10arylene), hydroxy or halogen; R1 and R2 independently from each other are hydrogen; unsubstituted or substituted, straight-chain or branched, monocyclic or polycyclic, interrupted or uninterrupted C1- C14alkyl; C2-C14alkenyl; C6-C10aryl; C6-C10aryl-C1-C10alkyl; or C5-C10alkyl(C5-C10aryl); Y1 and Y2 independently from each other are a residue of an organic dye; or hydrogen; wherein at least one of Y1 and Y2 is a residue of an organic dye; An1, An2 and An3, independently from each other are an anion; a and b independently from each other are a number from 1 to 3; m is a number from 0 to 5000; n is a number from 0 to 5000; and p is a number from 1 to 5000; wherein the sum of m + n + p = 3. The dyes are distinguished by their depth of shade and their good fastness properties to washing, such as, for example, fastness to light, shampooing and rubbing.