Patent GB-673066-A (GB)
Title: A method of preparing ordered linear interpolymers
IPC: C08G63/181
Filed: 1948-09-24
Abstract: Ordered linear interpolymers containing at least two different polyester sequences having an average sequence length of at least three repeating units are made by forming several linear polyesters, each being composed of a different repeating unit, and then joining the ends of these polyesters by interacting the terminal groups thereof or by reacting the terminal groups with a bifunctional coupling-agent.  In making the interpolymers (a) a polyester having hydroxyl end groups, prepared, e.g., by reacting excess glycol with a dicarboxylic acid or ester or acid chloride thereof, or by reacting a monohydroxy mono-carboxylic acid with a glycol, is reacted with a polyester having acid chloride end groups, prepared, e.g., by reacting a glycol with excess dibasic acid chloride; (b) polyesters having terminal hydroxyl or carboxyl groups, the latter being made by reacting glycol with excess carboxylic acid, or polyesters having both hydroxyl and carboxyl end groups, prepared, e.g., by condensing equimolecular amounts of a glycol and a dicarboxylic acid or by self-condensation of a monohydroxy-monocarboxylic acid, are coupled by reacting them with a bifunctional compound such as a diisocyanate or a diisothiocyanate; (c) two polyesters, each having acid chloride end groups, are coupled by a glycol; (d) two polyesters having hydroxyl end groups are coupled by a diacyl chloride.  A dimercaptan may be used instead of a glycol to give the corresponding polythioesters.  In examples, individual polyesters are first formed, normally in solvents such as tetrachlorethane and o-dichlorobenzene, and the polyester solutions are mixed and heated in an inert atmosphere such as nitrogen.  Thus decamethylene isophthalate having acid chloride end-groups is reacted in example (1) (without use of solvent) with decamethylene terephthalate having hydroxyl end groups; and in (2) (in solution in tetrachlorethane) with decamethylene isophthalate having hydroxyl end groups; (3) tetramethylene terephthalate having acid chloride end groups is reacted with tetramethylene isophthalate having hydroxyl end-groups; (4) tetramethylene terephthalate having acid chloride end-groups is reacted with pentamethylene dithioterephthalate; and (5) decamethylene isophthalate and decamethylene terephthalate, both having hydroxyl endgroups, are reacted with terephthaloyl chloride. Other reactants specified for making the initial polymers are 6-hydroxy-caproic and 10-hydroxy decanoic acids; glutaric, adipic, sebacic, subaric, pimelic, azelaic, brassylic, succinic, phenylenediacetic, phenylenedipropionic, dihydracrylic, diglycollic, thiodiglycollic, 1,3-, 1.4- and 1.7-naphthylene dicarboxylic and diphenic acids, or their diacyl chlorides, which may also be used as coupling agents; tri-, tetra- and deca-methylene and mono-, di- and tri-ethylene glycols, 2.21-dihydroxydiethyl sulphide, 3.31-dihydroxydipropyl sulphide, bis-o-, m- and p-(b -hydroxy-ethoxy) benzene and o-, m-and p-phenylene bis-(thioethylene hydroxide); tetra-, hexa- and deca-methylene dimercaptans, 3 - oxa - 1.5 - dimercaptopentane, 3.6 - dioxa - 1.8 - dimercapto - octane, 4 - oxa - 1.7 - dimercaptoheptane, 3 - thia - 1.5 - dimercaptopentane, and 4-thia-1.7-dimercaptoheptane.  Coupling agents specified are: ethylene-, tri-, tetra-, hexa- and deca-methylene-, cyclo-hexylene-, p-phenylene-, naphthylene- and 4.41 - diphenylenemethane - diisocyanates and diisothiocyanates.  For interpolymers containing only two different repeating units, the preferred amounts of the polyesters used are in the ratio of 3 : 97 to 97 : 3.  Specifications 627,270, 630,625, 630,992 and 642,423 are referred to.