Preparation of bromine-containing hydroxy-functional copolymers

a technology of hydroxyfunctional copolymers and bromine, which is applied in the field of bromine-containing hydroxyfunctional copolymers, can solve the problems of affecting the physical properties affecting the performance of the polymer matrix, so as to achieve good flame retardant properties, high bromine content, and low viscosity

Inactive Publication Date: 2004-07-15
SOUTHWEST DISTRIBUTING
View PDF1 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

0026] Accordingly, an object of the present invention is to provide a process for preparing a liquid, bromine-containing hydroxy-functional copolymer that possesses sufficiently lo

Problems solved by technology

In addition, the presence of the dissolved or dispersed fire retardant may detract from the physical properties of the polymer matrix.
One of the main disadvantages of DBNPG for polyurethanes is its limited solubility and slow dissolution rate in many of the raw materials commonly used for the preparation of polyurethane products.
If DBNPG is not fully dissolved in the polyol components, several problems may result, such as poor physical and retardation properties as well as blockage of the lines and nozzles of polyurethane manufacturing equipment.
The limited solubility of DBNPG in various polyether and polyester polyols gives DBNPG a significant disadvantage when used in many polyurethanes (e.g., foams, coatings, adhesives, elastomers) and non- polyurethane thermosets (e.g., coatings, paints, composites).
However the disadvantage of this final product is cost.
A further disadvantage of the adipate is its tendency to form a very viscous mass due to polyester formation.
However, the high viscosity of these products prevents them from being used in all polyurethane systems.
However, the reaction between alcohol and formaldehyde is difficult to control and usually causes an undesirable increase in the viscosity of the final reactive bromine-containing alcohol.
In addition, segregation and incompatibilities can result when the resulting products are used in polyurethane systems.
However, this process leads to a darkly colored dibromobutenediol, and evolution of bromine.
However, this process produces polyols having a low content of bromine and low functionality.
These polyols find use only in hard polyurethane foams at the expense of quality.
Howe

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0072] 157.1 g (0.599 mole) of dibromoneopentyl glycol, 742.9 g (6.517 mole) of .epsilon.-caprolactone and 40 ppm of tin(II) oxide were charged into 1000 ml three-neck flask. The contents were heated to 115.degree. C., a vacuum was established, and a nitrogen purge was applied three times. The reaction temperature was maintained at 140.degree. C. over 6.0 hrs. The resulting product was a homogeneous clear-like liquid (water-like appearance) liquid at room temperature. After holding at a temperature under -20.degree. C. for one week, the copolymer was found to retain its crystallization. Although not wishing to be bound by any theory, the reason for crystallization of the copolymer might be the high molecular weight of the caprolactone-dibromoneopentyl glycol copolymer. Generally, homopolymers of .epsilon.-caprolactone are crystalline solids when molecular weight of 800 to 1000 is reached. The theoretical molecular weight of the resulting copolymer of caprolactone and dibromoneopenty...

example 2

[0077] 235.8 g (0.90 mole) of dibromoneopentyl glycol, 664.2 g (5.83 mole) of .epsilon.-caprolactone and 40 ppm of tin(II) oxide were charged into 1000 ml three-neck flask. The contents were heated to 115.degree. C., a vacuum was established, and a nitrogen purge was applied three times. The reaction temperature was maintained at 140.degree. C. over 6.0 hrs. The resulting product was a homogeneous liquid with clear, water-like appearance at room temperature. After holding at a temperature under -20.degree. C. for one week, no crystallization of the copolymer was found. While not wishing to be limited to any theory, one of the reasons for the copolymer not crystallizing might be the lower molecular weight of caprolactone-dibromoneopentyl glycol copolymer. The theoretical molecular weight of resulting caprolactone-dibromoneopentyl glycol was about 1000 based on the mole ratio of 6.47:1.0 of caprolactone to dibromoneopentyl glycol. Another reason might be that the length of the DBNPG s...

example 3

[0082] 668.3 g (2.55 mole) of dibromoneopentyl glycol, 581.7 g (5.10 mole) of .epsilon.-caprolactone and 40 ppm of tin(II) oxide were charged into 1000 ml three-neck flask. The contents were heated to 115.degree. C., a vacuum was established, and a nitrogen purge was applied three times. The reaction temperature was maintained at 140.degree. C. over 6.0 hrs. The resulting product was a homogeneous liquid with very clear color at room temperature. After holding at a temperature under -20.degree. C. for one week, no unreacted dibromoneopentyl glycol precipitate was observed. The clear color and no precipitation of unreacted DBNPG were believed to be attributable of higher molar ratio of lactone monomer to solid dibromoneopentyl glycol (2.0 / 1.0). The length of caprolactone segment was long enough to convert the dibromoneopentyl glycol segment into a liquid phase. On the other hand, the segment of caprolactone was short enough to interfere with crystallization of the resulting copolymer...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

PropertyMeasurementUnit
Fractionaaaaaaaaaa
Fractionaaaaaaaaaa
Angleaaaaaaaaaa
Login to view more

Abstract

A bromine-containing, hydroxy-functional copolymer is prepared from an initiator that is solid at room temperature and has at least one bromine atom. The initiator is reacted with an effective amount of lactone monomers, optionally in the presence of a catalyst, to establish a bromine-containing, hydroxy-functional copolymer that is a liquid at room temperature. The copolymer of this invention may be used as liquid reactive flame retardant and, in the event the copolymer is polyfunctional, as a crosslinker.

Description

[0001] 1. Field of the Invention[0002] The invention relates to processes for the preparation of bromine-containing hydroxy-functional copolymers, and more specifically, to novel bromine-containing hydroxy-functional esters and polyesters. The invention further relates to the use of the bromine-containing hydroxy-functional copolymers, for example, for use as a reactive flame retardant and / or cross-linker, in urethane and non-urethane systems, including such materials as foams, coatings, adhesives, elastomers, paints, composites, and the like.[0003] 2. Description of the Related Art[0004] Bromine-containing compounds are commonly used for the fire retardation in various polymeric materials. Fire retardants can be applied in two forms: as non-reactive additives or as co-polymerizable reactive reactants.[0005] Generally, fire retardant additives that are non-reactive do not react with a crosslinkable polymeric matrix. Instead, the non-reactive additives are dissolved or dispersed in t...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
IPC IPC(8): C08G18/28C08G18/46C08G63/08C08G63/682C08G63/82
CPCC08G18/2885C08G18/4607C08G63/823C08G63/6822C08G63/08
Inventor LYSZCZEK, EDWARD J.
Owner SOUTHWEST DISTRIBUTING
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap