IP Library › Granted Patent US 8,008,384
Granted Patent B2
US 8,008,384 · App. 12/534,010 · Granted Aug 30, 2011

Liquid butylaryl phosphite compositions

Assignee: Chemtura Corporation
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Quick Facts
Patent No.
US 8,008,384
App. No.
12/534,010
Granted
Aug 30, 2011
Kind
B2
Abstract

A phosphite composition comprising at least two of a tris(dibutylaryl) phosphite, a tris(monobutylaryl) phosphite, a bis(dibutylaryl)monobutylaryl phosphite, and a bis(monobutylaryl)dibutylaryl phosphite. The inventive phosphite composition is a liquid at ambient conditions.

Claims (33)

1. A phosphite composition consisting essentially of:

from 0 to 3 weight percent based on the total weight of the composition of a tris(dibutylaryl) phosphite;

from 35 to 75 weight percent based on the total weight of the composition of a tris(monobutylaryl) phosphite;

from 5 to 15 weight percent based on the total weight of the composition of a bis(dibutylaryl)monobutylaryl phosphite; and

from 21 to 47 weight percent based on the total weight of the composition of a bis(monobutylaryl)dibutylaryl phosphite,

wherein the composition is a liquid at ambient conditions.

2. The composition of claim 1 , wherein at least 90% of the butyl substituents are tert-butyl.

3. An additive composition comprising a phenol in an amount from 1 to 4 weight percent, based on the total weight of the composition and the phosphite composition of claim 1 .

4. The composition of claim 1 , wherein the ratio of monobutylaryl groups to dibutylaryl groups ranges from 7:1 to 1:1.

5. The composition of claim 1 , wherein the phosphite composition comprises greater than 60 weight percent monobutylaryl moieties and greater than 5 weight percent dibutylaryl moieties.

6. The composition of claim 1 , wherein the composition has a viscosity ranging from 500 cSt to 50,000 cSt at 30° C.

7. The composition of claim 1 , wherein the composition has a viscosity greater than 7,000 cSt at 30° C.

8. The composition of claim 1 , wherein the composition has phosphorus content of at least 4.0 mole percent.

9. An additive composition comprising the phosphite composition of claim 1 , and at least one additional component selected from the group consisting of phenolic antioxidants, amine stabilizers, hindered amine light stabilizers, ultraviolet light absorbers, phosphonites, alkaline metal salts of fatty acids, hydrotalcites, metal oxides, epoxidized oils, epoxidized soybean oils, hydroxylamines, lactones, thermal reaction products of tertiary amine oxides, thiosynergists, and additional phosphites.

10. An additive composition comprising the phosphite composition of claim 1 , and an amine selected from the group consisting of triethanolamine, triisopropanolamine, diethanolamine, diisopropanolamine, tetraisopropanolethylenediamine, alkyl alkanolamines, and dialkyl dialkanolamines.

11. The composition of claim 1 , wherein the composition is substantially free of phenols.

12. A stabilized polymeric composition comprising:

A) a polymeric resin; and

B) a phosphite composition according to claim 1 .

13. A phosphite composition according to claim 1 consisting essentially of:

from 0 to 3 weight percent based on the total weight of the composition of a tris(dibutylaryl) phosphite;

from 45 to 65 weight percent based on the total weight of the composition of a tris(monobutylaryl) phosphite;

from 5 to 15 weight percent based on the total weight of the composition of a bis(dibutylaryl)monobutylaryl phosphite; and

from 26 to 42 weight percent based on the total weight of the composition of a bis(monobutylaryl)dibutylaryl phosphite.

14. The composition of claim 13 , wherein at least 90% of the butyl substituents are tert-butyl.

15. An additive composition comprising a phenol in an amount from 1 to 4 weight percent, based on the total weight of the composition and the phosphite composition of claim 13 .

16. The composition of claim 13 , wherein the ratio of monobutylaryl groups to dibutylaryl groups ranges from 7:1 to 1:1.

17. The composition of claim 13 , wherein the phosphite composition comprises greater than 60 weight percent monobutylaryl moieties and greater than 5 weight percent dibutylaryl moieties.

18. An additive composition comprising the phosphite composition of claim 13 , and at least one additional component selected from the group consisting of phenolic antioxidants, amine stabilizers, hindered amine light stabilizers, ultraviolet light absorbers, phosphonites, alkaline metal salts of fatty acids, hydrotalcites, metal oxides, epoxidized oils, epoxidized soybean oils, hydroxylamines, lactones, thermal reaction products of tertiary amine oxides, thiosynergists, and additional phosphites.

19. An additive composition comprising the phosphite composition of claim 13 , and an amine selected from the group consisting of triethanolamine, triisopropanolamine, diethanolamine, diisopropanolamine, tetraisopropanolethylenediamine, alkyl alkanolamines, and dialkyl dialkanolamines.

20. A stabilized polymeric composition comprising:

A) a polymeric resin; and

B) a phosphite composition according to claim 13 .

Assignments (22)
RELEASE OF SECURITY INTEREST Recorded Dec 30, 2025
From: ALTER DOMUS (US) LLC, AS COLLATERAL AGENT
To: SI GROUP, INC.
Reel/Frame 074136/0039 →
ASSIGNMENT OF SECURITY INTEREST IN PATENTS [REEL 068968/FRAME 0001] Recorded Dec 24, 2024
From: JPMORGAN CHASE BANK, N.A.
To: ALTER DOMUS (US) LLC
Reel/Frame 069770/0736 →
RELEASE OF SECURITY INTEREST Recorded Nov 1, 2024
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: SI GROUP, INC.; ADDIVANT USA, LLC; SI GROUP USA (USAA), LLC (F/K/A ADDIVANT USA, LLC)
Reel/Frame 069290/0057 →
SECURITY INTEREST Recorded Sep 19, 2024
From: SI GROUP, INC.
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 068968/0024 →
SECURITY INTEREST Recorded Sep 19, 2024
From: SI GROUP, INC.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 068968/0001 →
MERGER Recorded Feb 16, 2023
From: SI GROUP USA (USAA), LLC
To: SI GROUP, INC.
Reel/Frame 062719/0326 →
CHANGE OF NAME Recorded Dec 2, 2019
From: ADDIVANT USA, LLC
To: SI GROUP USA (USAA), LLC
Reel/Frame 051159/0077 →
SECURITY INTEREST Recorded Nov 16, 2018
From: SI GROUP, INC.; ADDIVANT USA, LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 048822/0965 →
RELEASE OF SECURITY INTEREST RECORDED AT REEL 030872 FRAME 0810 Recorded Oct 16, 2018
From: WELLS FARGO BANK
To: ADDIVANT USA, LLC
Reel/Frame 047240/0580 →
RELEASE OF SECURITY INTEREST RECORDED AT REEL 037207 FRAME 0959 Recorded Oct 16, 2018
From: CERBERUS BUSINESS FINANCE, LLC
To: ADDIVANT USA, LLC
Reel/Frame 047775/0963 →
RELEASE OF FIRST LIEN INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded May 11, 2017
From: BANK OF AMERICA, N.A.
To: CHEMTURA CORPORATION; BIOLAB FRANCHISE COMPANY, LLC; BIO-LAB, INC.; CROMPTON COLORS INCORPORATED; CROMPTON HOLDING CORPORATION; GLCC LAUREL, LLC; GREAT LAKES CHEMICAL CORPORATION; GREAT LAKES CHEMICAL GLOBAL, INC.; GT SEED TREATMENT, INC.; HOMECARE LABS, INC.; LAUREL INDUSTRIES HOLDINGS, INC.; RECREATIONAL WATER PRODUCTS, INC.; WEBER CITY ROAD LLC
Reel/Frame 042447/0508 →
RELEASE OF SECOND LIEN INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded May 11, 2017
From: BANK OF AMERICA, N.A.
To: CHEMTURA CORPORATION; BIOLAB FRANCHISE COMPANY, LLC; BIO-LAB, INC.; CROMPTON COLORS INCORPORATED; CROMPTON HOLDING CORPORATION; GLCC LAUREL, LLC; GREAT LAKES CHEMICAL CORPORATION; GREAT LAKES CHEMICAL GLOBAL, INC.; GT SEED TREATMENT, INC.; HOMECARE LABS, INC.; LAUREL INDUSTRIES HOLDINGS, INC.; RECREATIONAL WATER PRODUCTS, INC.; WEBER CITY ROAD LLC
Reel/Frame 042449/0001 →
PATENT SECURITY AGREEMENT Recorded Dec 3, 2015
From: ADDIVANT USA, LLC
To: CERBERUS BUSINESS FINANCE, LLC, AS AGENT
Reel/Frame 037207/0959 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 1, 2014
From: CHEMTURA CORPORATION
To: ADDIVANT USA LLC
Reel/Frame 031895/0895 →
SECURITY INTEREST Recorded Jul 19, 2013
From: ADDIVANT USA, LLC
To: WELLS FARGO BANK, NATIONAL ASSOCIATION
Reel/Frame 030872/0810 →
PARTIAL RELEASE OF IP SECURITY AGREEMENT ABL Recorded May 8, 2013
From: BANK OF AMERICA, N.A.
To: CHEMTURA CORPORATION; BIO-LAB INC.; CROMPTON COLORS INCORPORATED; GLCC LAUREL, LLC; GREAT LAKES CHEMICAL CORPORATION; HOMECARE LABS, INC.; RECREATIONAL WATER PRODUCTS, INC.; WEBER CITY ROAD LLC; AQUA CLEAR INDUSTRIES, LLC; ASEPSIS, INC.; NAUGATUCK TREATMENT COMPANY; CNK CHEMICAL REALTY CORPORATION; KEM MANUFACTURING CORPORATION
Reel/Frame 030407/0063 →
PARTIAL RELEASE OF IP SECURITY AGREEMENT TL Recorded May 8, 2013
From: BANK OF AMERICA, N.A.
To: CHEMTURA CORPORATION; BIO-LAB INC.; CROMPTON COLORS INCORPORATED; GLCC LAUREL, LLC; GREAT LAKES CHEMICAL CORPORATION; HOMECARE LABS, INC.; RECREATIONAL WATER PRODUCTS, INC.; WEBER CITY ROAD LLC; AQUA CLEAR INDUSTRIES, LLC; ASEPSIS, INC.; NAUGATUCK TREATMENT COMPANY; CNK CHEMICAL REALTY CORPORATION; KEM MANUFACTURING CORPORATION
Reel/Frame 030411/0062 →
SECDOND LIEN INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Mar 21, 2011
From: CHEMTURA CORPORATION; BIOLAB FRANCHISE COMPANY, LLC; BIO-LAB, INC.; CROMPTON COLORS INCORORATED; CROMPTON HOLDING CORPORATION; CLCC LAUREL, LLC; GREAT LAKES CHEMICAL CORPORATION; GREAT LAKES CHEMICAL GLOBAL, INC.; GT SEED TREATMENT, INC.; HOMECARE LABS, INC.; HAOMECARE LABS, INC.; LAUREL INDUSTRIES HOLDINGS, INC.; RECREATIONAL WATER PRODUCTS, INC.; WEBER CITY ROAD LLC
To: BANK OF AMERICA, N. A.
Reel/Frame 027881/0347 →
FIRST LIEN INTELLECTUAL PROPERTY SECURITY AGREEMENT. Recorded Mar 21, 2011
From: CHEMTURA CORPORATION; BIOLAB FRANCHISE COMPANY, LLC; BIO-LAB, INC.; CROMPTON COLORS INCORPORATED; CROMPTON HOLDING CORPORATION; GLCC LAUREL, LLC; GREAT LAKES CHEMICAL CORPORATION; GREAT LAKES CHEMICAL GLOBAL, INC.; GT SEED TREATMENT, INC.; HOMECARE LABS, INC.; LAUREL INDUSTRIES HOLDINGS, INC.; RECREATIONAL WATER PRODUCTS, INC.; WEBER CITY ROAD LLC
To: BANK OF AMERICA, N.A.
Reel/Frame 026028/0622 →
INTELLECTUAL PROPERTY SECURITY RELEASE AGREEMENT Recorded Mar 21, 2011
From: CITIBANK, N.A.
To: CHEMTURA CORPORATION; A & M CLEANING PRODUCTS, LLC; ASCK, INC; BIOLAB COMPANY STORE, LLC; AQUA CLEAR INDUSTRIES, LLC; ASEPSIS, INC.; BIOLAB TEXTILES ADDITIVES, LLC; BIOLAB, INC.; CROMPTON COLORS INCORPORATED; CROMPTON MONOCHEM, INC.; CNK CHEMICAL REALTY CORPORATION; CROMPTON HOLDING CORPORATION; GLCC LAUREL, LLC; GREAT LAKES CHEMICAL CORPORATION; GT SEED TREATMENT, INC.; ISCI, INC; GREAT LAKES CHEMICAL GLOBAL, INC.; HOMECARE LABS, INC.; KEM MANUFACTURING CORPORATION; LAUREL INDUSTRIES HOLDINGS, INC.; NAUGATUCK TREATMENT COMPANY; UNIROYAL CHEMICAL COMPANY LIMITED (DELAWARE); MONOCHEM, INC.; RECREATIONAL WATER PRODUCTS, INC.; WEBER CITY ROAD LLC; WRL OF INDIANA, INC.; BIOLAB FRANCHISE COMPANY, LLC
Reel/Frame 026039/0142 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 1, 2010
From: GELBIN, MICHAEL E.; POWER, MAURICE; HILL, JONATHAN
To: CHEMTURA CORPORATION
Reel/Frame 024173/0856 →
AMENDED AND RESTATED INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Feb 22, 2010
From: CHEMTURA CORPORATION; A & M CLEANING PRODUCTS, LLC; AQUA CLEAR INDUSTRIES, LLC; ASCK, INC.; ASEPSIS, INC.; BIOLAB COMPANY STORE, LLC; BIOLAB FRANCHISE COMPANY, LLC; BIOLAB TEXTILE ADDITIVES, LLC; BIO-LAB, INC.; CNK CHEMICAL REALTY CORPORATION; CROMPTON COLORS INCORPORATED; CROMPTON HOLDING CORPORATION; CROMPTON MONOCHEM, INC.; GLCC LAUREL, LLC; GREAT LAKES CHEMICAL CORPORATION; GREAT LAKES CHEMICAL GLOBAL, INC.; GT SEED TREATMENT, INC.; HOMECARE LABS, INC.; ISCI, INC.; KEM MANUFACTURING CORPORATION; LAUREL INDUSTRIES HOLDINGS, INC.; MONOCHEM, INC.; NAUGATUCK TREATMENT COMPANY; RECREATIONAL WATER PRODUCTS, INC.; UNIROYAL CHEMICAL COMPANY LIMITED (DELAWARE); WEBER CITY ROAD LLC; WRL OF INDIANA, INC.
To: CITIBANK, N.A.
Reel/Frame 023998/0001 →
Continuity (3)
Continuation In Part 11787531 · Apr 16, 2007
Provisional Application 60815819 · Jun 20, 2006
Related Publication 20100190900A1 · Jul 29, 2010