Classifications

• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
  • C08G63/78—Preparation processes
  • C08G63/82—Preparation processes characterised by the catalyst used
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/08—Processes
  • C08G18/16—Catalysts
  • C08G18/161—Catalysts containing two or more components to be covered by at least two of the groups C08G18/166, C08G18/18 or C08G18/22
  • C08G18/163—Catalysts containing two or more components to be covered by at least two of the groups C08G18/166, C08G18/18 or C08G18/22 covered by C08G18/18 and C08G18/22
  • C08G18/165—Catalysts containing two or more components to be covered by at least two of the groups C08G18/166, C08G18/18 or C08G18/22 covered by C08G18/18 and C08G18/22 covered by C08G18/18 and C08G18/24

Definitions

• This invention relates to improved catalysts for the production of polyesters and polyurethanes.
• Q and Q' which ma be the same or different, each represent a group of the formula or an arylene group
• R 1 , R 2 , R 3 and R 4 which may be the same or different, each represent a substituted or unsubstituted alkyl group; n represents zero or an integer from 1 to 10, and x represents zero or an integer less than 6.
• Such compounds are delayed action catalysts for polyester and polyurethane production.
• delayed action catalyst systems of improved shelf life with greater potential for process control comprise:
• Q and Q' which may be the same or different, each represent a C 1 to C 10 alkylene, C 2 to C 10 alkenylene or an arylene group;
• R 1 , R 2 , R 3 and R 4 which may be the same or different , each represent a substituted or unsubstituted alkyl group; and x represents zero or an integer less than 6 ; and (ii ) an amine .
• Component (ii) of the catalyst system is suitably a tertiary amine, preferably one of the formula: R 5 R 6 R 7 N wherein:
• R 5 , R 6 , R 7 which may be the same or different, each represent a C 1 to C 5 alkyl group, for example an ethyl group.
• Triethylamine is found to be a convenient tertiary amine for use as component ( ii) .
• R 1 , R 2 , R 3 or R 4 suitably represents an unsubstituted alkyl group, for example a C 1 to C 6 alkyl group, preferably a C 1 to C 4 alkyl group.
• R 1 and R 2 will be identical and it is particularly preferred that they both represent butyl groups.
• R 3 and R 4 will be identical. It is preferred that R 3 and R 4 both represent a methyl or an ethyl group.
• Q and Q' are preferably identical, most preferably a C 1 to C 4 linear alkylene group.
• x represents an integer less than 4, especially 1.
• Preferred delayed action catalyst systems of the invention are those in which one or, most preferably, both of R 3 and of Q (R 3 and R 4 being identical and Q and Q' being identical) are C 1 to C 4 moieties.
• R 3 and of Q R 3 and R 4 being identical and Q and Q' being identical
• examples include the derivatives of ethyl adipate half ester, methyl glutarate half ester and methyl succinate half ester, especially methyl glutarate half ester and methyl succinate half ester.
• weight ratio (i):(ii) is from 0.80:1 to 1.20:1.
• compositions of the invention are delayed action catalyst systems for the production of polyurethane.
• Component (i) of the catalyst systems of the invention may be prepared in accordance with the disclosure of our OLS 2821306. It is particularly preferred that the reagents are anhydrous; for example the organic solvent is preferably sodium-dried.
• This invention also provides a delayed action process for the preparation of a polyurethane, which process comprises introducing a polyol and a polyisocyanate into a reaction vessel in the presence of a delayed action catalyst system as herein described; forming a homogeneous mixture of the reactants and catalyst system prior to polymerisation; and allowing the homogeneous mixture to polymerise to a polyurethane.
• a delayed action process for the preparation of a polyurethane, which process comprises introducing a polyol and a polyisocyanate into a reaction vessel in the presence of a delayed action catalyst system as herein described; forming a homogeneous mixture of the reactants and catalyst system prior to polymerisation; and allowing the homogeneous mixture to polymerise to a polyurethane.
• the initial temperature of the homogeneous mixture is not greater than 30oC, preferably from 20oC to 25oC; if the initial temperature is higher, there is a possibility that the catalyst system will immediately be activated and no delay period observed.
• excellent results may be attained by using an initial temperature of 40oC to 50oC for the homogeneous mixture.
• the selection of catalyst component (i) will depend on the desired initial temperature of the homogeneous mixture, the reactant bulk, and, to a lesser extent, reactor geometry and composition. This may readily be determined by routine experiment by one skilled in the art.
• the catalyst systems of this invention may also be used at higher temperatures at which no delay period is observed.
• catalyst component (i) Once catalyst component (i) has been selected, it is possible to optimise the system (a) by the amount of (i) present and (b) by the weight ratio (i):(ii) present, thereby giving great control over the process of this invention.
• both delay time and reaction time are reduced by increasing the quantity of component (i) .
• the effect of an increased amount of component (i) can be tempered by reducing the weight ratio (i):(ii).
• This invention provides a polyurethane prepared using a catalyst system of the present invention.
• stannoxane used as component (i) prepared by reacting equimolar quantities of the half ester with dibutyl tin dioxide in anhydrous toluene, and the viscometry apparatus, were as disclosed in our OLS 2821306.
• Comparative plot 27 was effected with the conventional catalyst dibutyl tin dilaurate under the conditions shown in Table 2.

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• Chemical & Material Sciences (AREA)
• Health & Medical Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Organic Chemistry (AREA)
• Polyurethanes Or Polyureas (AREA)

Applications Claiming Priority (2)

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• 1980
  • 1980-08-06 EP EP19800901412 patent/EP0039331A1/de not_active Withdrawn
  • 1980-08-06 JP JP50175180A patent/JPS56500966A/ja active Pending
  • 1980-08-06 WO PCT/GB1980/000124 patent/WO1981000411A1/en not_active Application Discontinuation

Non-Patent Citations (1)

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