US4423162A — Polyurethanes from hydroxymethyl polyols and poly…

Claim 1

Independent Claim 167 words

Urethane linked reaction products of at least one non-gelled polyol of the formula: R--X-A-H].sub.p where R is a polyol, polyamine or aminoalcohol residue; X may be the same or different and is O, N or NH; p is an integer from 2 to 6; and, A may be the same or different and is selected from the group consisting of A 1 , A 2 and A 3 and combinations of A 1 , A 2 and A 3 , where ##STR13## where m, n, q, r, s, α, β and γ are integers and where m>3 n≧0 and m+n is from 11 to 19 q>3 r≧0 s ≧0 and q+r+s is from 10 to 18 α is from 0 to 10 β is from 0 to 10 and γ is from 1 to 10, except that all α's, β's and γ's in any given compound are not all zero; and from about 80% to about 120% on a hydroxy-isocyanate equivalent basis of at least one polyisocyanate.

Claim 2

Dependent Claim 167 words

Urethane linked reaction products of at least one non-gelled polyol of the formula: R--X-A-H].sub.p where R is a polyol, polyamine or aminoalcohol residue; X may be the same or different and is O, N or NH; p is an integer from 2 to 6; and, A may be the same or different and is selected from the group consisting of A 1 , A 2 and A 3 and combinations of A 1 , A 2 and A 3 , where ##STR13## where m, n, q, r, s, α, β and γ are integers and where m>3 n≧0 and m+n is from 11 to 19 q>3 r≧0 s ≧0 and q+r+s is from 10 to 18 α is from 0 to 10 β is from 0 to 10 and γ is from 1 to 10, except that all α's, β's and γ's in any given compound are not all zero; and from about 80% to about 120% on a hydroxy-isocyanate equivalent basis of at least one polyisocyanate.

Claim 3

Dependent Claim 24 words

The compounds of claim 1, wherein in the formula for said polyol, X is oxygen, p is 2 and R is a diol residue.

Claim 4

Dependent Claim 91 words

Urethane linked reaction products of at least one non-gelled polyol of the formula: ##STR14## where R 1 is a polyol residue; p is an integer from 2 to 6 α is an integer from 0 to 10 and may be the same or different in each bracketed moiety of the formula, except that all α's are not all zero; m and n are integers where m>3 n≧0 and m+n is from 11 to 19; and from about 80% to about 120% on a hydroxy-isocyanate equivalent basis of at least one polyisocyanate.

Claim 5

Dependent Claim 91 words

Urethane linked reaction products of at least one non-gelled polyol of the formula: ##STR14## where R 1 is a polyol residue; p is an integer from 2 to 6 α is an integer from 0 to 10 and may be the same or different in each bracketed moiety of the formula, except that all α's are not all zero; m and n are integers where m>3 n≧0 and m+n is from 11 to 19; and from about 80% to about 120% on a hydroxy-isocyanate equivalent basis of at least one polyisocyanate.

Claim 6

Dependent Claim 22 words

The compounds of claim 3, wherein in the formula for said polyol, p is 2 and R 1 is a diol residue.

Claim 7

Dependent Claim 12 words

The compounds of claim 2 or 4, wherein the diol is 1,4-butanediol.

Claim 8

Dependent Claim 56 words

The compounds of claim 2 or 4, wherein the diol is ##STR15## wherein R 1 , R 2 , R 3 and R 4 have a total of from 30 to 38 carbon atoms and are each straight-chained alkyl groups having at least 5 carbon atoms, and wherein two of these alkyl groups have omega-hydroxyl substitutents.

Claim 9

Dependent Claim 13 words

The compounds of claim 2 or 4, wherein the diol is ethylene glycol.

Claim 10

Dependent Claim 12 words

The compounds of claim 2 or 4, wherein the diol is neopentylglycol.

Claim 11

Dependent Claim 20 words

The compounds of claim 2 or 4, wherein the diol is a compound of the formula ##STR16## and mixtures thereof.

Claim 12

Dependent Claim 15 words

The compounds of claim 9 wherein the tricyclo compound is 8,8(9,9)-bis(hydroxymethyl)tricyclo[5,2,1,0 2 ,6 ] dec-3-ene.

Claim 13

Dependent Claim 15 words

The compounds of claim 9 wherein the tricyclo compound is 8,8-bis(hydroxymethyl)tricyclo[5,2,1,0 2 ,6 ] decane.

Claim 14

Dependent Claim 38 words

The compounds of claim 2 or 4, wherein the diol is H(CH.sub.2).sub.h CH(CH.sub.2 OH)(CH.sub.2).sub.k CH.sub.2 OH wherein k is 3 or greater; and h plus k are non-zero integers the sum of which is from 12 through 20.

Claim 15

Dependent Claim 10 words

The compounds of claim 12 wherein the diol is 9(10)-hydroxymethyloctadecanol.

Claim 16

Dependent Claim 12 words

The compounds of claim 2 or 4, wherein the diol is 1,4-bishydroxymethylcyclohexane.

Claim 17

Dependent Claim 25 words

The compounds of claim 2 or 4, wherein the diol is a member selected from the group consisting of 3(4), 8(9)-(bishydroxymethyl)-tricyclo[5,2,1,0 2 ,6 ] decane.

Claim 18

Dependent Claim 15 words

The compounds of claim 1, wherein X is oxygen and R is a triol residue.

Claim 19

Dependent Claim 12 words

The compounds of claim 3, wherein R 1 is a triol residue.

Claim 20

Dependent Claim 12 words

The compounds of claim 16 or 17, wherein the triol is trimethylolpropane.

Claim 21

Dependent Claim 15 words

The compounds of claim 1, wherein X is oxygen and R is a tetrol residue.

Claim 22

Dependent Claim 12 words

The compounds of claim 3, wherein R 1 is a tetrol residue.

Claim 23

Dependent Claim 12 words

The compounds of claim 19 or 20, wherein the tetrol is pentaerythritol.

Claim 24

Dependent Claim 66 words

The compounds of claims 1 and 3 wherein R or R 1 is derived from a polyol of the formula: CH.sub.3 (CH.sub.2).sub.a [C(CH.sub.2 OH).sub.2 ].sub.b (CH.sub.2).sub.c C(CH.sub.2 OH).sub.2 (CH.sub.2).sub.d [C(CH.sub.2 OH).sub.2 ].sub.3 (CH.sub.2).sub.f CH.sub.2 OH and mixtures thereof, wherein b and e are 0 or 1; a and f are 3 or greater; c and d are non-zero integers; and a+b+c+d+e+f is from 11 to 19.

Claim 25

Dependent Claim 32 words

The compounds of claim 22, wherein the polyol includes a diol of the formula: H(CH.sub.2).sub.h CH(CH.sub.2 OH)(CH.sub.2).sub.k CH.sub.2 OH wherein k is 3 or greater and h+k is from 12 to 20.

Claim 26

Dependent Claim 11 words

The compounds of claim 22, wherein the polyol is 9,9 (10,10)-bishydroxymethyloctadecanol.

Claim 27

Dependent Claim 107 words

The compounds of claim 1, wherein x is O and R is a polyol residue derived from a polyol of the formula: ##STR17## and mixtures thereof wherein R 1 and R 2 are selected from the group consisting of hydrogen and methyl and mixtures thereof with the provision that one such member must be hydrogen; and R 3 and R 4 are hydrogen or hydroxymethyl provided that at least one of R 3 and R 4 must be hydroxymethyl; and urther that x is an integer of from 3 through 6 and y is an integer from 6 through 9 and that the sum x+y is 12.

Claim 28

Dependent Claim 104 words

The compounds of claim 3, wherein R 1 is a polyol residue derived from a polyol of the formula: ##STR18## and mixtures thereof wherein R 1 and R 2 are selected from the group consisting of hydrogen and methyl and mixtures thereof with the provision that one such member must be hydrogen; and R 3 and R 4 are hydrogen or hydroxymethyl provided that at least one of R 3 and R 4 must be hydroxymethyl; and further that x is an integer of from 3 through 6 and y is an integer from 6 through 9 and that the sum x+y is 12.

Claim 29

Dependent Claim 20 words

The compounds of claim 1, wherein X is oxygen and R is a polyol residue derived from a polyether polyol.

Claim 30

Dependent Claim 17 words

The compounds of claim 3, wherein R 1 is a polyol residue derived from a polyether polyol.

Claim 31

Dependent Claim 32 words

The compounds of claim 27 or 28, wherein the polyether polyol is derived by reacting a polyol with at least one mole of alkylene oxide per mole of hydroxyl on the polyol.

Claim 32

Dependent Claim 23 words

The compounds of claim 29, wherein the alkylene oxide is selected from the group consisting of ethylene oxide, propylene oxide and mixtures thereof.

Claim 33

Dependent Claim 23 words

The compounds of claim 29, wherein the polyol contains from 2 to 10 moles alkylene oxide per mole of hydroxyl on the polyol.

Claim 34

Dependent Claim 11 words

The compounds of claim 29, wherein the polyol is a diol.

Claim 35

Dependent Claim 24 words

The compounds of claim 26, wherein the diol is selected from the group consisting of neopentyl glycol, ethylene glycol, 1,4-butanediol hydroxymethyloctadecanol and cyclohexane dimethanol.

Claim 36

Dependent Claim 15 words

The compounds of claim 1 or 3, wherein m is 7 and n is 8.

Claim 37

Dependent Claim 15 words

The compounds of claim 1 or 3, wherein m is 8 and n is 7.

Claim 38

Dependent Claim 17 words

The compounds of claim 1, wherein X is N or NH and R is a polyamine residue.

Claim 39

Dependent Claim 15 words

The compounds of claim 36, wherein p is 2 and R is a diamine residue.

Claim 40

Dependent Claim 22 words

The compounds of claim 37, wherein said diamine is selected from the group consisting of ethylene diamine, 1,6-diaminohexane, neopentyldiamine, bisaminomethyltricyclodecane and bis-aminocyclohexane.

Claim 41

Dependent Claim 15 words

The compounds of claim 36, wherein p is 3 and R is a triamine residue.

Claim 42

Dependent Claim 11 words

The compounds of claim 39, wherein said triamine is diethylene triamine.

Claim 43

Dependent Claim 15 words

The compounds of claim 36, wherein p is 4 and R is a tetramine residue.

Claim 44

Dependent Claim 11 words

The compounds of claim 41, wherein said tetramine is triethylene tetramine.

Claim 45

Dependent Claim 11 words

The compounds of claim 1, wherein R is an aminoalcohol residue.

Claim 46

Dependent Claim 19 words

The compounds of claim 43, wherein said aminoalcohol is selected from the group consisting of ethanolamine, diethanolamine and triethanolamine.

Claim 47

Dependent Claim 24 words

The compounds of claim 1 or 3, wherein the polyisocyanate is present at from about 95% to about 105% on a hydroxyl-isocyanate equivalent basis.

Claim 48

Dependent Claim 22 words

The compounds of claim 1 or 3, wherein the polyisocyanate is selected from the group consisting of diisocyanates, triisocyanates and mixtures thereof.

Claim 49

Dependent Claim 14 words

The compounds of claim 1 or 3, wherein the polyisocyanate is an aromatic isocyanate.

Claim 50

Dependent Claim 16 words

The compounds of claim 1 or 3, wherein the polyisocyanate is an aliphatic or cycloaliphatic isocyanate.

Claim 51

Dependent Claim 53 words

The compounds of claim 1 or 3, wherein the polyisocyanate is selected from the group consisting of toluene diisocyanate, xylene diisocyanate, isophorone diisocyanate, hexamethylene diisocyanate, the triisocyanate adduct of hexamethylene diisocyanate and water, trimethyl hexamethylene diisocyanate, diphenylmethane diisocyanate, aliphatic diisocyanates having 12 to 40 carbon atoms in the aliphatic moiety and mixtures thereof.

Claim 52

Dependent Claim 32 words

The compounds of claim 1 or 3, wherein said reaction product is formed from at least one of said polyols, at least one of said polyisocyanates and at least one modifying polyol.

Claim 53

Dependent Claim 36 words

The compounds of claim 50, wherein said modifying polyol is selected from the group consisting of alkyl and cycloalkyl polyols, ester linked polyols, ether linked polyols, ether and ester linked polyols and hydroxy functional acrylic copolymers.

Claim 54

Dependent Claim 21 words

The compounds of claim 1 or 3, further comprising modifying agents selected from the group consisting of fillers, dyes, and plasticizers.

Claim 55

Dependent Claim 14 words

An elastomer formed from a urethane linked reaction product of claim 1 or 3.

Claim 56

Dependent Claim 15 words

A microcellular foam formed from a urethane linked reaction product of claim 1 or 3.

Claim 57

Dependent Claim 15 words

A protective coating formed from a urethane linked reaction product of claim 1 or 3.

Claim 58

Dependent Claim 14 words

An adhesive formed from the urethane linked reaction product of claim 1 or 3.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1986-12-26	1987-06-27	1987-12-27	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	1990-12-26	1991-06-27	1991-12-27	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	1994-12-26	1995-06-27	1995-12-27	$7700.00	Window Closed / Lapsed

Polyurethanes from hydroxymethyl polyols and polyisocyanates

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