Antimicrobial agents for water conservation

Claim 2

A process for the prevention of the growth of microorganisms selected from the group consisting of gram-positive bacteria, gram-negative bacteria, and fungi which consists essentially of contacting said microorganisms with an amount effective to prevent the growth of said microorganisms of a reaction product of ε-caprolactam with a N-alkylalkylenediamine of the formula ##EQU12## wherein R is selected from the group consisting of alkyl of 10 to 18 carbon atoms, hydroxyalkyl of 10 to 18 carbon atoms, alkenyl of 10 to 18 carbon atoms, hydroxyalkenyl of 10 to 18 carbon atoms, alkadienyl of 10 to 18 carbon atoms, alkatrienyl of 10 to 18 carbon atoms, and mixtures of alkyl derived from fatty acid mixtures of 10 to 18 carbon atoms, R 1 is a member selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, and n is an integer from 2 to 6, with the molar ratio of N-alkylalkylenediamine to ε-caprolactam ranging from 1:1 to 1:10 and said reaction being carried out for 3 to 20 hours in the liquid phase at a temperature above 180°C.

Claim 3

The process of claim 1 in which said amount effective to prevent the growth of said microorganisms is from 0.1 to 500 parts per million by weight of said reaction product.

Claim 4

A process for the prevention of the growth of microorganisms selected from the group consisting of gram-positive bacteria, gram-negative bacteria and fungi in industrial water which consisting essentially of incorporating into said industrial water an antibacterial and antifungal effective amount therefor of a reaction product of ε-caprolactam with an N-alkyl-alkylene diamine of the formula ##EQU13## wherein R is selected from the group consisting of alkyl of 10 to 18 carbon atoms, hydroxyalkyl of 10 to 18 carbon atoms, alkenyl of 10 to 18 carbon atoms, hydroxyalkenyl of 10 to 18 carbon atoms, alkadienyl of 10 to 18 carbon atoms, alkatrienyl of 10 to 18 carbon atoms, and mixtures of alkyl derived from fatty acid mixtures of 10 to 18 carbon atoms, R 1 is a member selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, and n is an integer from 2 to 6, with the molar ratio of N-alkylalkylene diamine to α-caprolactam ranging from 1:1 to 1:10 and said reaction being carried out for 3 to 20 hours in the liquid phase at a temperature above 180°C.

Claim 5

A process for the prevention of the growth of microorganisms selected from the group consisting of gram-positive bacteria, gram-negative bacteria and fungi in industrial water which consisting essentially of incorporating into said industrial water an antibacterial and antifungal effective amount therefor of a reaction product of ε-caprolactam with an N-alkyl-alkylene diamine of the formula ##EQU13## wherein R is selected from the group consisting of alkyl of 10 to 18 carbon atoms, hydroxyalkyl of 10 to 18 carbon atoms, alkenyl of 10 to 18 carbon atoms, hydroxyalkenyl of 10 to 18 carbon atoms, alkadienyl of 10 to 18 carbon atoms, alkatrienyl of 10 to 18 carbon atoms, and mixtures of alkyl derived from fatty acid mixtures of 10 to 18 carbon atoms, R 1 is a member selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, and n is an integer from 2 to 6, with the molar ratio of N-alkylalkylene diamine to α-caprolactam ranging from 1:1 to 1:10 and said reaction being carried out for 3 to 20 hours in the liquid phase at a temperature above 180°C.

Claim 6

The process of claim 3 in which said antimicrobial effective amount of said reaction product is from 0.5 to 50 mgm/liter.

Claim 7

The process of claim 3 in which said antimicrobial effective amount of said reaction product is from 1 to 10 mgm/liter.

Claim 8

The process of claim 3 in which R is alkyl of 12 to 14 carbon atoms, R 1 is hydrogen, and with the molar ratio of N-alkylalkylene diamine to ε-caprolactam ranging from 1:1 to 1:5.

Claim 9

The process of claim 6 in which n is 3, with the molar ratio of N-alkylalkylene diamine to ε-caprolactam ranging from 1:1 to 1:3.

Claim 10

The process of claim 7 in which said reaction product consists of dodecyl-1,3-propylene diamine and ε-caprolactam in the molar ratio of 1:1.

Claim 11

The process of claim 7 in which said reaction product consists of dodecyl-1,3-propylene diamine and ε-caprolactam in the molar ratio of 1:3.

Claim 12

The process of claim 3 in which said reaction product consists of coconut fatty alkyl-1,3-propylene diamine and ε-caprolactam in the molar ratio of 1:3.

Claim 13

The process of claim 7 in which said reaction product consists of tetradecyl-1,3-propylene diamine and ε-caprolactam in the molar ratio of 1:3.

Claim 14

The process of claim 7 in which said reaction product consists exclusively of the reaction product of ε-caprolactam with N-alkylalkylene diamine, and said reaction is carried out at a temperature of about 250°C in the liquid phase.

Claim 15

The process of claim 3 in which said microorganism is selected from the group consisting of slime-forming bacteria and sulfate-reducing bacteria.

Claim 16

The process of claim 3 which further comprises incorporating into said industrial water an effective amount of a sequestering agent selected from the group consisting of water-soluble phosphonic acid which forms a complex with a divalent metal, a water-soluble salt of phosphonic acid and mixtures thereof, the ratio of the weight of said reaction product to the weight of said sequestering agent being between about 1:10 and 10:1.

Claim 17

The process of claim 14 in which the weight ratio of said sequestering agent to said reaction product is from 1:10 to 10:1.

Claim 18

The process of claim 14 in which the weight ratio of said sequestering agent to said reaction product is from 3:1 to 1:3.

Claim 19

The process of claim 14 in which the amount of said sequestering agent incorporated into said industrial water ranges from 1 mgm/liter up to 1.5 times the amount necessary for the complete sequestration of the precipitate producing substances contained in said industrial water.

Claim 20

The process as claimed in claim 14 in which said salt is selected from the group consisting of alkali metal salt, ammonium salt and lower alkanolamine salt.

Claim 21

The process as claimed in claim 14 in which said phosphonic acid has the formula ##EQU14## in which R' is selected from the group consisting of phenyl and alkyl of 1 to 5 carbon atoms.

Claim 22

The process as claimed in claim 14 in which said phosphonic acid has the formula ##EQU15## in which R 1 ' and R 2 ' are each selected from the group consisting of hydrogen or alkyl of 1 to 4 carbon atoms, and R 3 is selected from the group consisting of R 1 ' hydrogen, alkyl and phenyl.

Claim 23

The process as claimed in claim 14 in which said phosphonic acid has the formula ##EQU16## in which X and Y are each selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, and R 4 is selected from the group consisting of -PO 3 H 2 ##EQU17##

Claim 24

The process as claimed in claim 14 in which said phosphonic acid has the formula ##EQU18## in which R 5 is selected from the group consisting of hydrogen, methyl and -CH 2 -CH 2 -COOH.

Claim 25

The process as claimed in claim 14 in which said solution contains a mixture of 1-hydroxyethane-1,1-diphosphonic acid and aminotrimethylenephosphonic acid in the proportion by weight of from 4:1 to 1:4.

Claim 26

An antimicrobial composition for preventing the growth in industrial waters of microorganisms selected from the group consisting of gram-positive bacteria, gram-negative bacteria, and fungi consisting essentially of (A) a reaction product of ε-caprolactam with an N-alkylalkylene diamine of the formula R.sub.2 - NH - (CH.sub.2).sub.3 - NH.sub.2 wherein R 2 is selected from the group consisting of alkyl of 12 to 14 carbon atoms, hydroxyalkyl of 12 to 14 carbon atoms, alkenyl of 12 to 14 carbon atoms, hydroxyalkenyl of 12 to 14 carbon atoms, alkadienyl of 12 to 14 carbon atoms, alkatrienyl of 12 to 14 carbon atoms, and mixtures of alkyl derived from fatty acid mixtures of 12 to 14 carbon atoms, with the molar ratio of N-alkylalkylene diamine to ε-caprolactam ranging from 1:1 to 1:3, and said reaction being carried out for 3 to 20 hours in the liquid phase at a temperature above 180°C, and (B) a sequestering agent selected from the group consisting of water-soluble phosphonic acid which forms a complex with a divalent metal, water-soluble salt of phosphonic acid and mixtures thereof, the weight ratio of said sequestering agent to said reaction product being 1:10 to 10:1.

Claim 27

An antimicrobial composition for preventing the growth in industrial waters of microorganisms selected from the group consisting of gram-positive bacteria, gram-negative bacteria, and fungi consisting essentially of (A) a reaction product of ε-caprolactam with an N-alkylalkylene diamine of the formula R.sub.2 - NH - (CH.sub.2).sub.3 - NH.sub.2 wherein R 2 is selected from the group consisting of alkyl of 12 to 14 carbon atoms, hydroxyalkyl of 12 to 14 carbon atoms, alkenyl of 12 to 14 carbon atoms, hydroxyalkenyl of 12 to 14 carbon atoms, alkadienyl of 12 to 14 carbon atoms, alkatrienyl of 12 to 14 carbon atoms, and mixtures of alkyl derived from fatty acid mixtures of 12 to 14 carbon atoms, with the molar ratio of N-alkylalkylene diamine to ε-caprolactam ranging from 1:1 to 1:3, and said reaction being carried out for 3 to 20 hours in the liquid phase at a temperature above 180°C, and (B) a sequestering agent selected from the group consisting of water-soluble phosphonic acid which forms a complex with a divalent metal, water-soluble salt of phosphonic acid and mixtures thereof, the weight ratio of said sequestering agent to said reaction product being 1:10 to 10:1.

Claim 28

The composition of claim 24 in which the weight ratio of said sequestering agent to said reaction product is from 3:1 to 1:3.

Claim 29

The composition of claim 24 in which the amount of said sequestering agent incorporated into said industrial water ranges from 1 mgm/liter up to 1.5 times the amount necessary for the complete sequestration of the precipitate producing substances contained in said industrial water.

Claim 30

The composition as claimed in claim 24 in which said salt is selected from the group consisting of alkali metal salt, ammonium salt, and lower alkanolamine salt.

Claim 31

The composition as claimed in claim 24 in which said phosphonic acid has the formula ##EQU19## in which R' is selected from the group consisting of phenyl and alkyl of 1 to 5 carbon atoms.

Claim 32

The composition as claimed in claim 24 in which said phosphonic acid has the formula ##EQU20## in which R 1 ' and R 2 ' are each selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, and R 3 is selected from the group consisting of R 1 ' hydrogen, alkyl and phenyl.

Claim 33

The composition as claimed in claim 24 in which said phosphonic acid has the formula ##EQU21## in which X and Y are each selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, and R 4 is selected from the group consisting of -PO 3 H 2 , ##EQU22##

Claim 34

The composition as claimed in claim 24 in which said phosphonic acid has the formula ##EQU23## in which R 5 is selected from the group consisting of hydrogen, methyl and -CH 2 -CH 2 -COOH.

Claim 35

The composition as claimed in claim 24 in which said solution contains a mixture of 1-hydroxyethane-1,1-disphosphonic acid and aminotrimethylenephosphonic acid in the proportion by weight of from 4:1 to 1:4.