Silane-Terminated Polymer Production via Segmented Reaction

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Solution Overview

Problem

The production of silane-terminated polymers is hindered by the toxicity and excess requirement of isocyanatoalkyl-functional alkoxysilanes, leading to wastage and prolonged reaction times, which are economically inefficient and result in the presence of toxic residues in the final product.

Innovation Solution

A process involving the reaction of hydroxy-functional polymers with isocyanate-functional silanes in excess, followed by a second reaction step using hydroxy-functional oligomers or polymers to utilize the remaining isocyanate groups, thereby minimizing wastage and achieving complete silane termination while avoiding toxic residues.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If isocyanatoalkyl-functional alkoxysilanes are used in excess to ensure complete silane termination, then silane termination efficiency is improved, but toxic residue in final product increases and material wastage occurs

Engineering Contradiction:
Improvesilane termination efficiencyVSAvoidtoxic residue
Core Design Contradiction:
Manufacturing precisionVSObject-affected harmful factors

Solution Approach 1:

The patent segments the reaction process into two distinct stages: first, silane termination using isocyanatoalkyl-functional alkoxysilane to achieve complete chain termination; second, scavenging of excess isocyanate groups using a separate isocyanate-reactive compound. This segmentation allows each stage to optimize for its specific function while preventing toxic residue carryover.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent introduces an intermediary substance (isocyanate-reactive compound such as alcohol or amine) that specifically targets and neutralizes excess isocyanate groups. This intermediary acts as a bridge between the silane termination step and the final product, eliminating toxic residues without interfering with the primary silane termination function.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If isocyanatoalkyl-functional alkoxysilanes are used in excess to maintain high reaction rate, then productivity is improved, but material wastage increases due to subsequent scavenging

Engineering Contradiction:
Improvereaction rateVSAvoidisocyanatosilane wastage
Core Design Contradiction:
ProductivityVSLoss of substance

Solution Approach 1:

The patent extracts the harmful function (excess isocyanate groups) from the system by introducing a selective scavenging step. The isocyanate-reactive compound specifically removes unreacted isocyanate groups without affecting the silane-terminated polymer product, thereby recovering valuable materials and reducing wastage.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the chemical parameters of the system by introducing compounds with different reactivity profiles. The isocyanate-reactive compound has high specificity for isocyanate groups, allowing selective reaction that transforms excess reactive groups into non-reactive byproducts, thus controlling material utilization efficiency.

Inventive Principle:
Principle #35Parameter changes

3Object-affected harmful factors

If batchwise production is used to allow for scavenging of isocyanate residues, then product purity is improved, but plant occupancy time and production cost increase

Engineering Contradiction:
Improveisocyanate residueVSAvoidplant occupancy time
Core Design Contradiction:
Object-affected harmful factorsVSLoss of time

Solution Approach 1:

The patent implements a continuous production process where the scavenging reaction occurs in-line immediately following the silane termination step. This continuous approach eliminates idle time between reactions, maintains steady-state operation, and reduces plant occupancy time while still achieving complete removal of isocyanate residues.

Inventive Principle:
Principle #20Continuity of useful action

4Productivity

If continuous production is used to maximize throughput, then productivity is improved, but reaction rate control becomes more critical and difficult

Engineering Contradiction:
Improveplant throughputVSAvoidreaction rate control
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent applies preliminary action by pre-calculating and pre-mixing the isocyanate-reactive compound at the exact stoichiometric amount needed to neutralize expected excess isocyanate groups. This preliminary preparation simplifies the continuous process control, as the scavenging step becomes a straightforward mixing operation rather than a complex controlled reaction.

Inventive Principle:
Principle #10Preliminary action

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

This process allows for rapid and efficient production of silane-terminated polymers with improved adhesion properties and reduced toxicity, enabling the production of high-quality adhesives and sealants with enhanced mechanical properties.

Implementation Method 1

The isocyanate groups react with the terminal hydroxyl groups of the polyether, thus permitting virtually complete chain termination with reactive silane functions

Methodology Applied
Scientific EffectChemical Bonding: Chemical Bonding

Implementation Method 2

On contact with water or atmospheric moisture, these alkoxysilane-terminated polymers are capable even at room temperature of undergoing condensation with one another, with elimination of the alkoxy groups

Methodology Applied
Scientific EffectCondensation: Condensation

Data Source

PatentUS20230348672A1Method for producing organyloxysilane-terminated polymers
Publication Date: 2023.11.02 WACKER CHEMIE AG

AI summary

The invention provides a process for preparing a mixture (M) which comprises silane-terminated polymers (SP1) of the general formula (I)Y1—[O—C(═O)—NH—(CR12)b—SiRa(OR2)3-a]x  (I),optionally silane-terminated polymers (SP2) of the general formula (II)Y2—[O—C(═O)—NH—(CR12)b—SiRa(OR2)3-a]z  (II)and hydroxy-functional polymers (SP3) of the general formula (III)Y2—[O—C(═O)—NH—(CR12)b—SiRa(OR2)3-a]z-z1(OH)z1  (III)where Y1 and Y2 are polymer radicals and R, R1, R2, x, z, z1, a and b have the definitions indicated in claim 1, wherein, in a first process step, at least one polymer (HP1) of the general formula (IV)Y1—[OH]x  (IV)reacts with at least one isocyanate-functional silane (S) of the general formula (V)O═C═N—(CR12)b—SiRa(OR2)3-a  (V)to give silane-terminated polymers (SP1),and, in a second process step, the unreacted isocyanate groups of the isocyanate-functional silane (S) of the general formula (V) are reacted with at least one oligomer or polymer (HP2) of the general formula (VI)Y2(OH)z  (VI);polymer mixtures (M) preparable by the process; and use of the polymer mixtures (M) for producing adhesives and sealants and also coatings.