Integral skin microcellular polyester base polyurethane elastomers
AssigneePlastics Technology Associates, Inc.
InventorFritz Hostettler
Life of this patent
Estimating the term…
Abstract
Synthesis of integral skin microcellular polyurethane elatomers by reacting hydroxyl-terminated aliphatic polyesters with symmetrical diisocyanates, prepolymers of these isocyanates such as derived from p,p'-diphenylmethane diisocyanate and an aliphatic glycol and mixtures thereof, these are polymerized in the presence of an organic blowing agent, and one or more plasticizers such as of the formulae ##STR1## further enhancement of the results is brought about by the presence of catalysts and cell regulating agents, such as dimethylpolysiloxanes; the obtained elastomers are useful, such as for shoe soles and in the manufacture of other products, e.g., vibration dampening devices, floatation devices, gaskets and the like.
Claims27
In a process of preparing an integral-skin microcellular polyester base polyurethane elastomer, the improvement comprising reacting a hydroxyl-terminated aliphatic polyester, an isocyanate and/or an isocyanate prepolymer of an aliphatic or an aromatic glycol and/or triol, in the presence of a blowing agent and at least one plasticizer of the following formulae:
- ##STR10## or mixtures thereof, wherein R may be different for each position and is alkyl of from 1 to 12 carbon atoms, aryl, alkylated aralkyl, wherein the alkyl moieties may be up to 4 carbon atoms, R' may be different in each of the repeating units, and is H or alkyl up to 4 carbon atoms;
- Z is alkylene of 2 to 10 carbon atoms;
- arylene and substituted arylene, aralkylene, wherein the alkylene portion thereof is up to 4 carbon atoms;
- cycloalkylene of 5 to 8 carbon atoms;
- and x stands for an integer from 1 to 5;
- ##STR11## or mixtures thereof, wherein R may be different for each position and is alkyl from 1 to 12 carbon atoms;
- aryl;
- substituted aryl;
- aralkyl;
- alkaryl wherein the "alk" or alkyl portion of each is up to 4 carbon atoms;
- or cycloalkyl of 5 to 8 carbon atoms in the ring;
- and R may be different in each repeating unit and is hydrogen or alkyl from 1 to 4 carbon atoms;
- and x stands for an integer from 2 to 10;
- ##STR12## or mixtures thereof, wherein R may be different for each of the positions and is alkyl of from 1 to 12 carbon atoms;
- aryl;
- substituted aryl;
- alkaryl wherein the "alk" moiety is up to 4 carbon atoms;
- cycloalkyl of 5 to 8 carbon atoms in the ring;
- R' is H, or alkyl from 1 to 4 carbon atoms in the ring;
- R" and R"' are H, or alkyl from 1 to 4 carbon atoms;
- and x stands for an integer from 1 to 5;
- or ##STR13## or mixtures thereof, wherein R may be different for each position and is alkyl from 1 to 12 carbon atoms;
- arly;
- substituted aryl;
- aralkyl or alkaryl wherein the "alk" or alkyl portion of each is up to 4 carbon atoms;
- cycloalkyl of 5 to 8 carbon atoms in the ring;
- and R' is H or alkyl or substituted alkyl of up to 4 carbon atoms;
- and x stands for an integer from 1 to 10.
As an isocyanate curable composition, for an integral-skin polyurethane elastomer, comprised of a hydroxy-terminated polyester in an admixture of 100 parts of polyester and 5 to 30 parts, by weight, of at least one plasticizer of the following formulae:
- ##STR18## or mixtures thereof, wherein R may be different for each position and is alkyl of from 1 to 12 carbon atoms, aryl, alkylated aralkyl, wherein the alkyl moieties may be up to 4 carbon atoms, R' may be different in each of the repeating units, and is H or alkyl of up to 4 carbon atoms;
- Z is alkylene of 2 to 10 carbon atoms;
- arylene and substituted arylene, aralkylene, wherein the alkylene portion thereof is up to 4 carbon atoms;
- cycloalkylene of 5 to 8 carbon atoms;
- and x stands for an integer from 1 to 5;
- ##STR19## or mixtures thereof, wherein R may be different for each position and is alkyl from 1 to 12 carbon atoms;
- aryl;
- substituted aryl;
- aralkyl;
- alkaryl wherein the "alk" or alkyl portion of each is of up to 4 carbon atoms;
- or cycloalkyl of 5 to 8 carbon atoms in the ring;
- and R may be different in each repeating unit or is hydrogen or alkyl of 1 to 4 carbon atoms;
- and x stands for an integer from 2 to 10;
- ##STR20## or mixtures thereof, wherein R may be different for each position and is alkyl of from 1 to 12 carbon atoms;
- aryl;
- substituted aryl;
- alkaryl wherein the "alk" moiety is up to 4 carbon atoms;
- cycloalkyl of 5 to 8 carbon atoms in the ring;
- R' is H or alkyl of 1 to 4 carbon atoms;
- R" and R"' are H, or alkyl from 1 to 4 carbon atoms;
- and x stands for an integer from 1 to 5;
- or ##STR21## or mixtures thereof, wherein R may be different for each position and is alkyl from 1 to 12 carbon atoms;
- aryl;
- substituted aryl;
- aralkyl or alkaryl wherein the "alk" or alkyl portion of each is up to 4 carbon atoms;
- cycloalkyl of 5 to 8 carbon atoms in the ring;
- and R' is H or alkyl or substituted alkyl of up to 4 carbon atoms;
- and x stands for an integer from 1 to 10.
A two-component combination for curable integral-skin polyurethane elastomers which comprises component A and component B, wherein A is a hydroxy-terminated aliphatic polyester composition of at least 100 parts of polyester and 5 to 30 parts, by weight, of at least one plasticizer of the formulae:
- ##STR22## or mixture thereof, wherein R may be different for each position and is alkyl of from 1 to 12 carbon atoms, aryl, alkylated aralkyl, wherein the alkyl moieties may be up to 4 carbon atoms, R' may be different in each of the repeating units and is H or alkyl up to 4 carbon atoms;
- Z is alkylene of 2 to 10 carbon atoms;
- arylene and substituted arylene, aralkylene, wherein the alkylene portion thereof is up to 4 carbon atoms;
- cycloalkylene of 5 to 8 carbon atoms;
- and x stands for an integer from 1 to 5;
- ##STR23## or mixtures thereof, wherein R may be different for each position and is alkyl from 1 to 12 carbon atoms;
- aryl;
- substituted aryl;
- aralkyl;
- alkaryl wherein the "alk" or alkyl portion of each is of up to 4 carbon atoms or cycloalkyl of 5 to 8 carbon atoms in the ring;
- and R may be different in each repeating unit and is hydrogen or alkyl of 1 to 4 carbon atoms;
- and x stands for an integer from 2 to 10;
- ##STR24## or mixtures thereof, wherein R may be different for each position and is alkyl of from 1 to 12 carbon atoms;
- aryl;
- substituted aryl;
- alkaryl wherein the "alk" moiety is up to 4 carbon atoms;
- cycloalkyl of 5 to 8 carbon atoms in the ring;
- R' is H, methyl or ethyl;
- R" and R'" are H, or alkyl from 1 to 4 carbon atoms;
- and x stands for an integer from 1 to 5;
- or ##STR25## or mixtures thereof, wherein R may be different for each position and is alkyl from 1 to 12 carbon atoms;
- aryl;
- substituted aryl;
- aralkyl or alkaryl wherein the "alk" or alkyl portion of each is up to 4 carbon atoms;
- cycloalkyl of 5 to 8 carbon atoms in the ring;
- and R' is H or alkyl or substituted alkyl of up to 4 carbon atoms;
- and x stands for an integer from 1 to 10;
- and wherein B is an isocyanate and/or an isocyanate prepolymer of an aromatic or an aliphatic glycol or triol.
Dependencies are inferred from the claim text.