1,4-bis (dihydroxyphenyl) butane and analogs

Claim 2

A compound selected from the group consisting of compounds of the formula: ##STR10## where R 1 and R 2 and R 6 and R 7 may be lower alkyl, C2-C6 alkenyl, an aromatic substituent containing up to three carbon containing aromatic rings and may contain sulfur or nitrogen, C7-14 aralkyl or C7-C14 aralkenyl, or R 1 and R 2 and R 6 and R 7 taken together form a lower alkylene radical, or R 6 and R 7 are H.

Claim 3

The compound of claim 6 wherein R 1 , R 2 , R 6 and R 7 are methyl.

Claim 4

A compound selected from the group consisting of compounds of the formula: ##STR11## where R 1 and R 2 , and R 6 and R 7 may be lower alkyl, C2-C6 alkenyl, an aromatic substituent containing up to three carbon containing aromatic rings and may contain sulfur or nitrogen, C7-C14 aralkyl or C7-C14 aralkenyl, or R 1 and R 2 , and R 6 and R 7 taken together form a lower alkylene radical, or R 6 and R 7 are H; and R 5 is a lower alkyl, C2-C6 alkenyl, an aromatic substituent containing up to three carbon containing aromatic rings and may contain sulfur and/or nitrogen, C7-C14 aralkyl or C8-C14 aralkenyl, or silyl, or substituted silyl with from one to three substituents which may be lower alkyl, C2-C6 alkenyl, an aromatic substituent containing up to three carbon containing aromatic rings and may contain sulfur or nitrogen, C7-C14 aralkyl or C8-C14 aralkenyl groups.

Claim 5

A compound selected from the group consisting of compounds of the formula: ##STR11## where R 1 and R 2 , and R 6 and R 7 may be lower alkyl, C2-C6 alkenyl, an aromatic substituent containing up to three carbon containing aromatic rings and may contain sulfur or nitrogen, C7-C14 aralkyl or C7-C14 aralkenyl, or R 1 and R 2 , and R 6 and R 7 taken together form a lower alkylene radical, or R 6 and R 7 are H; and R 5 is a lower alkyl, C2-C6 alkenyl, an aromatic substituent containing up to three carbon containing aromatic rings and may contain sulfur and/or nitrogen, C7-C14 aralkyl or C8-C14 aralkenyl, or silyl, or substituted silyl with from one to three substituents which may be lower alkyl, C2-C6 alkenyl, an aromatic substituent containing up to three carbon containing aromatic rings and may contain sulfur or nitrogen, C7-C14 aralkyl or C8-C14 aralkenyl groups.

Claim 6

The compound of claim 3 wherein R 1 , R 2 , R 5 , R 6 and R 7 are methyl.

Claim 7

A composition of matter consisting of 1-(3,4-dihydroxyphenyl), 4-(3,4,5-trihydroxyphenyl)butane.

Claim 8

A composition of matter consisting of 1-(3,4-dihydroxyphenyl), 4-(3,4,5-trihydroxyphenyl)butane.

Claim 9

A composition of matter consisting of 1-(3,4-dihydroxyphenyl), 4-(2,3,4-trihydroxyphenyl)butane.

Claim 10

A composition of matter consisting of 1-(3,4-dihydroxyphenyl), 4-(2,3,4-trihydroxyphenyl)butane.

Claim 11

A composition of matter consisting of 1-(3,4-dihydroxyphenyl), 4-phenyl butane.

Claim 12

A composition of matter consisting of 1-(3,4-dihydroxyphenyl), 4-phenyl butane.

Claim 13

A composition of matter consisting of 1-(3,4-dihydroxyphenyl), 4-(3,5-ditertbutyl, 4-hydroxyphenyl)butane.

Claim 14

A composition of matter consisting of 1-(3,4-dihydroxyphenyl), 4-(3,5-ditertbutyl, 4-hydroxyphenyl)butane.

Claim 15

A composition of matter consisting of 1-(3,4-dihydroxyphenyl), 4-(2,5-dihydroxyphenyl)butane.

Claim 16

A composition of matter consisting of 1-(3,4-dihydroxyphenyl), 4-(2,5-dihydroxyphenyl)butane.

Claim 17

A composition of matter consisting of 1-(3,4-dihydroxyphenyl), 4-(2,4-dihydroxyphenyl)butane.

Claim 18

A composition of matter consisting of 1-(3,4-dihydroxyphenyl), 4-(2,4-dihydroxyphenyl)butane.

Claim 19

A composition of matter consisting of 1-(3,4-dihydroxyphenyl), 4-(3,5-dihydroxyphenyl)butane.

Claim 20

A composition of matter consisting of 1-(3,4-dihydroxyphenyl), 4-(3,5-dihydroxyphenyl)butane.

Claim 21

A composition of matter consisting of 1-(3,4-dihydroxyphenyl), 4(2,3-dihydroxyphenyl)butane.

Claim 22

A composition of matter consisting of 1-(3,4-dihydroxyphenyl), 4(2,3-dihydroxyphenyl)butane.

Claim 23

A compound of the formula: ##STR12## wherein p may be 1 to 4; R 1 may independently be H, C1-C6 alkyl, C2-C6 alkenyl, an aromatic substituent containing up to three carbon containing aromatic rings and may contain sulfur and nitrogen, C7-C14 aralkyl, and when attracted to two adjacent (R 1 O) groups may be lower alkylene; R 3 may be an aromatic substituent containing up to three carbon containing rings and which may contain nitrogen or sulfur optionally substituted by up to three substituents selected from the group consisting of hydroxy, halogen, amino, carboxy, alkoxy or lower alkyl; said R 3 may be joined to the z carbon directly, or by a C1-C6 alkyl or a C2-C6 alkenyl chain which may be interrupted by a phenylene group; R 5 may be H, C1-C6 alkyl, C2-C6 alkenyl, an aromatic substituent containing up to three carbon containing aromatic rings which may also contain sulfur or nitrogen, or C7-C14 aralkyl; n may be 0 to 4; and Carbons x, y and z may be substituted with hydrogen or one or more lower alkyl groups, said lower alkyl groups may be joined in a ring.

Claim 24

A compound of the formula: ##STR12## wherein p may be 1 to 4; R 1 may independently be H, C1-C6 alkyl, C2-C6 alkenyl, an aromatic substituent containing up to three carbon containing aromatic rings and may contain sulfur and nitrogen, C7-C14 aralkyl, and when attracted to two adjacent (R 1 O) groups may be lower alkylene; R 3 may be an aromatic substituent containing up to three carbon containing rings and which may contain nitrogen or sulfur optionally substituted by up to three substituents selected from the group consisting of hydroxy, halogen, amino, carboxy, alkoxy or lower alkyl; said R 3 may be joined to the z carbon directly, or by a C1-C6 alkyl or a C2-C6 alkenyl chain which may be interrupted by a phenylene group; R 5 may be H, C1-C6 alkyl, C2-C6 alkenyl, an aromatic substituent containing up to three carbon containing aromatic rings which may also contain sulfur or nitrogen, or C7-C14 aralkyl; n may be 0 to 4; and Carbons x, y and z may be substituted with hydrogen or one or more lower alkyl groups, said lower alkyl groups may be joined in a ring.

Claim 25

A composition of matter consisting of 1,4-Bis(1,4-Bis(3',4'-dimethoxyphenyl)-1-methoxybutane.

Claim 26

A composition of matter consisting of 1,4-Bis(1,4-Bis(3',4'-dimethoxyphenyl)-1-methoxybutane.

Claim 27

A composition of matter consisting of 1,4-Bis(1,4-Bis(3',4'-dihydroxyphenyl)-1-methoxybutane.

Claim 28

A composition of matter consisting of 1,4-Bis(1,4-Bis(3',4'-dihydroxyphenyl)-1-methoxybutane.

Claim 29

A composition of matter consisting of 1,4-Bis(1,4-Bis(3',4'-dimethoxyphenyl)-1-hydroxybutane.

Claim 30

A composition of matter consisting of 1,4-Bis(1,4-Bis(3',4'-dimethoxyphenyl)-1-hydroxybutane.

Claim 31

A composition of matter consisting of 1,4-Bis(1,4-Bis(3',4'-dihydroxyphenyl)-1-hydroxybutane.

Claim 32

A composition of matter consisting of 1,4-Bis(1,4-Bis(3',4'-dihydroxyphenyl)-1-hydroxybutane.

Claim 33

A composition of matter consisting of 1,4-Bis(1,4-Bis(3',4'-dihydroxyphenyl)-2-methoxybutane.

Claim 34

A composition of matter consisting of 1,4-Bis(1,4-Bis(3',4'-dihydroxyphenyl)-2-methoxybutane.

Claim 35

A composition of matter consisting of 1,4-Bis(3',4'-dihydroxyphenyl)-2,3-dimethoxybutane.

Claim 36

A composition of matter consisting of 1,4-Bis(3',4'-dihydroxyphenyl)-2,3-dimethoxybutane.

Claim 37

A compound of the formula ##STR13## wherein p may be 2 to 4 R 1 may independently be H, C1-C6 alkyl, C2-C6 alkenyl, an aromatic substituent containing up to three carbon containing aromatic rings which may also contain sulfur or nitrogen, C7-C14 aralkyl, and when attached to two adjacent (R 1 O) groups may be lower alkylene; R 3 may be an aromatic substituent containing up to three carbon containing aromatic rings and which may contain nitrogen or sulfur optionally substituted by up to three substituents selected from the group consisting of hydroxy, halogen, amino, carboxy, alkoxy or lower alkyl; said R 3 may be joined to the z carbon directly or by a C1-C6 alkyl or a C2-C6 alkenyl chain which may be interrupted by a phenylene group; n may be 0 to 4; when n is 0, (R 1 O) p shall be 2,3-, 2,4-, or 3,4-dihydroxy and R 3 shall be 2,3-, 2,4-, or 3,4dihydroxyphenyl, or their alkyl or aralkyl ethers, and carbons y and z may be substituted with lower alkyl groups; and Carbons x, y and z may be independently substituted with lower alkyl groups, said alkyl groups may be joined into a ring.

Claim 38

A compound of the formula ##STR13## wherein p may be 2 to 4 R 1 may independently be H, C1-C6 alkyl, C2-C6 alkenyl, an aromatic substituent containing up to three carbon containing aromatic rings which may also contain sulfur or nitrogen, C7-C14 aralkyl, and when attached to two adjacent (R 1 O) groups may be lower alkylene; R 3 may be an aromatic substituent containing up to three carbon containing aromatic rings and which may contain nitrogen or sulfur optionally substituted by up to three substituents selected from the group consisting of hydroxy, halogen, amino, carboxy, alkoxy or lower alkyl; said R 3 may be joined to the z carbon directly or by a C1-C6 alkyl or a C2-C6 alkenyl chain which may be interrupted by a phenylene group; n may be 0 to 4; when n is 0, (R 1 O) p shall be 2,3-, 2,4-, or 3,4-dihydroxy and R 3 shall be 2,3-, 2,4-, or 3,4dihydroxyphenyl, or their alkyl or aralkyl ethers, and carbons y and z may be substituted with lower alkyl groups; and Carbons x, y and z may be independently substituted with lower alkyl groups, said alkyl groups may be joined into a ring.

Claim 39

A composition of matter consisting of 1,4-Bis(3',4'-dihydroxyphenyl)-2,3-dimethylbutene-1.

Claim 40

A composition of matter consisting of 1,4-Bis(3',4'-dihydroxyphenyl)-2,3-dimethylbutene-1.

Claim 41

A composition of matter consisting of 1,4-Bis(3',4'-dihydroxyphenyl)-2,3-dimethylbutene-2.

Claim 42

A composition of matter consisting of 1,4-Bis(3',4'-dihydroxyphenyl)-2,3-dimethylbutene-2.

Claim 43

A composition of matter consisting of 1,4-Bis(3',4'-dihydroxyphenyl)-2,3-dimethylbutene-1,3.

Claim 44

A composition of matter consisting of 1,4-Bis(3',4'-dihydroxyphenyl)-2,3-dimethylbutene-1,3.

Claim 45

A composition of matter consisting of 4-(3',4'-dihydroxyphenyl-1-(2-benzyloxy-5-hydroxyphenyl)-butene-1.

Claim 46

A composition of matter consisting of 4-(3',4'-dihydroxyphenyl-1-(2-benzyloxy-5-hydroxyphenyl)-butene-1.

Claim 47

A composition of matter consisting of 1,3-Bis(3',4'-dihydroxyphenyl)-propane.

Claim 48

A composition of matter consisting of 1,3-Bis(3',4'-dihydroxyphenyl)-propane.

Claim 49

A composition of matter consisting of 1-(3',4'-dihydroxyphenyl)-3-(4'-hydroxyphenyl)-propene.

Claim 50

A composition of matter consisting of 1-(3',4'-dihydroxyphenyl)-3-(4'-hydroxyphenyl)-propene.

Claim 51

A composition of matter consisting of 1,2-Bis(3',4'-dihyroxyphenyl)-ethylene.

Claim 52

A composition of matter consisting of 1,2-Bis(3',4'-dihyroxyphenyl)-ethylene.

Claim 53

A compound of the formula ##STR14## wherein p may be 2-4; R 1 is H, C1-C6 alkyl or C2-C6 alkylene; R 3 is phenyl independently substituted by up to 3 substituents selected from the group consisting of hydroxy, halogen, lower alkyl or lower alkoxy; and Carbons x, y and z may be substituted with lower alkyl groups; and n is 2.

Claim 54

A compound of the formula ##STR14## wherein p may be 2-4; R 1 is H, C1-C6 alkyl or C2-C6 alkylene; R 3 is phenyl independently substituted by up to 3 substituents selected from the group consisting of hydroxy, halogen, lower alkyl or lower alkoxy; and Carbons x, y and z may be substituted with lower alkyl groups; and n is 2.

Claim 55

The compound according to claim 28 whenever R 1 is H.

Claim 56

A compound of the formula ##STR15## wherein p may be 2 to 4; R 1 may independently be H, C1-C6 alkyl, C2-C6 alkenyl, an aromatic substituent containing up to three carbon containing aromatic rings which may also contain nitrogen or sulfur, C7-C14 aralkyl, and when attached to two adjacent R 1 O groups may be lower alkylene; R 3 may be an aromatic substituent containing up to three carbon containing rings and which may contain nitrogen or sulfur optionally substituted by up to three substituents selected from the group consisting of hydroxy, halogen, amino, carboxy, alkoxy or lower alkyl and; said R 3 may be joined to the z carbon directly, or by a C1-C6 alkyl or a C2-C6 alkenyl chain which may be interrupted by a phenylene group; n may be 0 to 4; Carbons x, y and z may be substituted with lower alkyl groups and said lower alkyl groups may be joined into a ring; and R 3 may not be 3, 4-dihydroxyphenyl when (R 1 O) p is 3,4-dihydroxy, nor be 3,4-dimethoxyphenyl when (R 1 O) p is 3,4dimethoxy, nor be 3,4-methylenedioxyphenyl when (R 1 O) p is 3,4methylenedioxy and n is 1, or R 3 may not be 3,4-dihydroxyphenyl when (R 1 O) p is 3,4-dihydroxy, nor be 3,4-dimethoxyphenyl when (R 1 O) p is 3,4-dimethoxy, nor be 3,4-methylenedioxyphenyl when (R 1 O) p is 3,4 methylenedioxy and n is 2 and carbon y and an x carbon contain only H or one methyl group on each carbon.

Claim 57

A compound of the formula ##STR15## wherein p may be 2 to 4; R 1 may independently be H, C1-C6 alkyl, C2-C6 alkenyl, an aromatic substituent containing up to three carbon containing aromatic rings which may also contain nitrogen or sulfur, C7-C14 aralkyl, and when attached to two adjacent R 1 O groups may be lower alkylene; R 3 may be an aromatic substituent containing up to three carbon containing rings and which may contain nitrogen or sulfur optionally substituted by up to three substituents selected from the group consisting of hydroxy, halogen, amino, carboxy, alkoxy or lower alkyl and; said R 3 may be joined to the z carbon directly, or by a C1-C6 alkyl or a C2-C6 alkenyl chain which may be interrupted by a phenylene group; n may be 0 to 4; Carbons x, y and z may be substituted with lower alkyl groups and said lower alkyl groups may be joined into a ring; and R 3 may not be 3, 4-dihydroxyphenyl when (R 1 O) p is 3,4-dihydroxy, nor be 3,4-dimethoxyphenyl when (R 1 O) p is 3,4dimethoxy, nor be 3,4-methylenedioxyphenyl when (R 1 O) p is 3,4methylenedioxy and n is 1, or R 3 may not be 3,4-dihydroxyphenyl when (R 1 O) p is 3,4-dihydroxy, nor be 3,4-dimethoxyphenyl when (R 1 O) p is 3,4-dimethoxy, nor be 3,4-methylenedioxyphenyl when (R 1 O) p is 3,4 methylenedioxy and n is 2 and carbon y and an x carbon contain only H or one methyl group on each carbon.

Claim 58

The compound according to claim 30 wherein n is 0, (R',O) is 3,4-dihydroxy, and R 3 is 2-benzyloxy5-hydroxyphenyl.

Claim 59

A composition of matter consisting of 1-(3',4'-dihydroxyphenyl)-3-(4,-pyridyl)-2-methylpropane.

Claim 60

A composition of matter consisting of 1-(3',4'-dihydroxyphenyl)-3-(4,-pyridyl)-2-methylpropane.

Claim 61

A composition of matter consisting of 1-(2',4'-dihydroxyphenyl)-4-(3,-hydroxy-4,-carboxyphenyl)-butane.

Claim 62

A composition of matter consisting of 1-(2',4'-dihydroxyphenyl)-4-(3,-hydroxy-4,-carboxyphenyl)-butane.

Claim 63

A composition of matter consisting of 1,2-Bis(3',4'-dihydroxyphenylmethyl)-cyclopentane.

Claim 64

A composition of matter consisting of 1,2-Bis(3',4'-dihydroxyphenylmethyl)-cyclopentane.

Claim 65

A compound of the formula ##STR16## wherein p may be 2-4; R 1 is H R 3 is phenyl independently substituted by up to three substituents selected from the group consisting of hydroxy, halogen, lower alkyl, or alkoxy; Carbons x, y and z may be substituted with lower alkyl groups; and n may be 1 to 3.

Claim 66

A compound of the formula ##STR16## wherein p may be 2-4; R 1 is H R 3 is phenyl independently substituted by up to three substituents selected from the group consisting of hydroxy, halogen, lower alkyl, or alkoxy; Carbons x, y and z may be substituted with lower alkyl groups; and n may be 1 to 3.