Polyester Resin Toner Hot-Offset Resistance VOC Reduction

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Solution Overview

Problem

Existing polyester resin for toner faces challenges with high viscosity during polymerization, difficulty in removal from polymerization devices, and high volatile organic compound (VOC) levels, which affect hot-offset resistance and productivity.

Innovation Solution

A polyester resin formulation incorporating a constitutional unit derived from tetravalent carboxylic acids and aliphatic alcohols with specific molecular structures, optimized to achieve low VOC levels and improved storage elastic modulus, allowing for easier removal and enhanced hot-offset resistance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If a large amount of tri- or higher valent polyfunctional monomer is used to improve elasticity at high temperature, then hot-offset resistance is improved, but viscosity increases remarkably causing resin to solidify in polymerization device

Engineering Contradiction:
Improveelasticity at high temperatureVSAvoidremoval from polymerization device
Core Design Contradiction:
StrengthVSEase of manufacture

Solution Approach 1:

The patent changes the chemical structure parameters of the carboxylic acid component by specifying particular compounds (1,2,4-naphthalenetricarboxylic acid and its derivatives) with controlled molecular weight and structural characteristics. This parameter optimization allows achieving the required crosslinking density for elasticity while maintaining lower viscosity during polymerization, enabling easy removal from the polymerization device.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If polyfunctional monomer is used to form crosslinked structure for high elasticity, then hot-offset resistance improves, but resin solidifies due to increased viscosity

Engineering Contradiction:
Improvehot-offset resistanceVSAvoidpolymerization process efficiency
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent optimizes the molecular weight parameters of the polyfunctional monomer within specific ranges (number average molecular weight 200-5000) and controls the content of carboxylic acid units with 3 or more functional groups at 5-50 mol%. These parameter changes enable forming adequate crosslinked structures for hot-offset resistance while preventing excessive viscosity increase that would hinder polymerization productivity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite resin system combining polyester resin with polyfunctional monomers of specifically controlled molecular weight and structure. This composite approach allows the system to achieve the desired crosslinking for reliability while the controlled molecular weight components prevent excessive viscosity, maintaining productivity during polymerization.

Inventive Principle:
Principle #40Composite materials

3Ease of manufacture

If conventional polyester resin is used, then processing is straightforward, but VOC emissions are high affecting health and environment

Engineering Contradiction:
Improveprocessing simplicityVSAvoidVOC emissions
Core Design Contradiction:
Ease of manufactureVSObject-generated harmful factors

Solution Approach 1:

The patent changes the chemical composition parameters by incorporating specific polyfunctional monomers (1,2,4-naphthalenetricarboxylic acid and its derivatives) that have lower volatility compared to conventional monomers. This parameter change reduces VOC emissions while the controlled molecular weight and structural features maintain ease of processing during manufacturing.

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentUS11415903B2Polyester resin for toners, method for producing same, toner and method for producing toner
Publication Date: 2022.08.16 MITSUBISHI CHEM CORP
  • US11415903B2 patent drawing
  • US11415903B2 patent drawing
  • US11415903B2 patent drawing

AI summary

A polyester resin, including:(a) a constitutional unit derived from at least one tetravalent carboxylic acid selected from Compounds (A) and (B);a constitutional unit derived from a bisphenol A-alkylene oxide adduct; anda constitutional unit derived from an aliphatic alcohol having a boiling point of lower than or equal to 290° C.,where the polyester resin is free of a constitutional unit derived from a monovalent carboxylic acid, an acid value of the polyester resin is 8 to 55 mg KOH/g, and an amount of the tetravalent carboxylic acid is 1 to 30 mol % when an total amount of the tetravalent carboxylic acid, and other polyvalent carboxylic acid excluding the Compounds (A) and (B) is set to 100 mol %,where X1, X2, X3 and X4 each independently represent a trivalent organic group, and Z1 and Z2 each independently represent a single bond or a divalent organic group, wherein tetravalent carboxylic acid is, for example, 3,3′,4,4′-biphenyltetracarboxylic dianhydride, 2,2′,6,6′-biphenyltetracarboxylic dianhydride, 4,4′-oxydiphthalic dianhydride, 9,9-bis(3,4-dicarboxyphenyl) fluorene dianhydride, and/or 4,4′-(4,4′-isopropylidenediphenoxy) diphthalic anhydride.