Patent GB-859641-A (GB)
Title: Diisocyanate-modified polyesters and a process for their preparation
IPC: C08G18/42
Filed: 1957-04-15
Abstract: A method of preparing a resinous composition comprises reacting a lactone having at least six carbon atoms in the ring, at least one of which is substituted with an alkyl, cycloalkyl, alkoxy or single ring aromatic radical and having a number of hydrogen atoms at least equal to 2 plus the number of carbon atoms in the lactone, or a mixture of said lactone with other lactones having at least six carbon atoms in the ring, with a bifunctional compound to form a linear lactone polyester having terminal hydroxyl groups, reacting the resulting polyester with an organic diisocyanate to form a substantially linear polyester-polyurethane diisocyanate, and reacting the latter with a polyfunctional compound to form a millable gum product.  The term "bifunctional compound" is used to denote a bifunctional compound which contains two hydroxyl groups, two amino groups or one hydroxy group and one amino group.  The term "polyfunctional compound" denotes water or a compound which contains at least two functional groups which are hydroxyl, amino or carboxyl groups.  The millable product is cured by reacting it with an organic polyisocyanate. The products of the invention contain groups of the formula: <FORM:0859641/IV(a)/1> in which n is at least 4, at least n + 2 Rs are hydrogen, the remaining Rs are a hydrogen, alkyl cycloalkyl or alkoxy radical or a single ring aromatic hydrocarbon radical, at least one R in at least one of the groups in a series being a substituent other than hydrogen, R1 is an aliphatic, cycloaliphatic, aromatic or heterocyclic radical, the Zs stand for -O-, -NH- or -NR11-, R11 is an alkyl, aryl, aralkyl or cycloalkyl radical and the sum of the xs is at least 3, the terminal oxy groups being connected to C=O groups of diisocyanates.  Substituted epsiloncaprolactones which are most suitable are mono-, di- and tri-alkyl, alkoxy and cycloalkyl, aryl and aralkyl substituted epsilon-caprolactones. Mixtures of substituted lactones and mixtures of substituted and unsubstituted lactones are particularly desirable.  The other reactants, catalysts, reaction conditions and modifying agents are largely the same as those given in Specification 859,640.ALSO:A method of preparing a resinous composition which may be a foamed product comprises reacting a lactone having at least six carbon atoms in the ring, at least one of which is substituted with an alkyl, cycloalkyl, alkoxy or single ring aromatic radical and having a number of hydrogen atoms at least equal to 2 plus the number of carbon atoms in the lactone, or a mixture of said lactone with other lactones having at least six carbon atoms in the ring, with a bifunctional compound to form a linear lactone polyester having terminal hydroxyl groups, reacting the resulting polyester with an organic diisocyanate to form a substantially linear polyester-polyurethane diisocyanate, and reacting the latter with a polyfunctional compound to form a millable gum product.  The term "bifunctional compound" is used to denote a bifunctional compound which contains two hydroxyl groups, two amino groups or one hydroxy group and one amino group.  The term "polyfunctional compound" denotes water or a compound which contains at least two functional groups which are hydroxyl, amino or carboxyl groups.  The millable product is cured by reacting it with an organic polyisocyanate.  The products of the invention contain groups of the formula:- <FORM:0859641/V/1> in which n is at least 4, at least n + 2 R's are hydrogen, the remaining R's are a hydrogen, alkyl, cycloalkyl or alkoxy radical or a single ring aromatic hydrocarbon radical, at least one R in at least one of the groups in a series being a substituent other than hydrogen, R1 is an aliphatic, cycloaliphatic, aromatic or heterocyclic radical, the Z's stand for -O-, -NH- or -NR11-, R11 is an alkyl, aryl, aralkyl or cycloalkyl radical and the sum of the x's is at least 3, the terminal oxy groups being connected to C=O groups of diisocyanates. Substituted epsilon-caprolactones which are most suitable are mono-, di and tri-alkyl, alkoxy and cycloalkyl, aryl and arakyl substituted epsilon-caprolactones. Mixtures of substituted lactones and mixtures of substituted and unsubstituted lactones are particularly desirable.  The other reactants, catalysts, reaction conditions and modifying agents are largely the same as those given in Specification 859,640.