Lactone/phosphite blends

Details Lactone/phosphite blends Lactone/phosphite blends

2000-01-13

2001-05-01

Tucker, Philip (Department: 1712)

Compositions

Light transmission modifying compositions

Ultraviolet

C524S111000

Reexamination Certificate

active

06224791

ABSTRACT:

TECHNICAL FIELD
This invention pertains generally to synergistic blends of phosphites and lactones having a base structure of 3-phenylbenzofuran-2-one with or without other additives as stabilizers for polymers.
BACKGROUND OF THE INVENTION
The invention described herein pertains generally to synergistic blends of certain phosphites and lactones having a base structure of 3-phenylbenzofuran-2-one or blends of phosphites, hindered phenol antioxidants, and lactones having a base structure of 3-phenylbenzofuran-2-one.
Various prior art references teach the incorporation of additives into organic polymeric materials. U.S. Pat. Nos. 4,325,863 and 4,325,863 disclose a process for stabilizing organic polymers by incorporating a benzofuran(2)one or indolin(2)one. U.S. Pat. No. 5,175,312 discloses novel compounds of 3-phenylbenzofuran-2-ones while U.S. Pat. No. 5,516,920 discloses novel compounds of 3-arylbenzofuranones and U.S. Pat. No. 5,607,624 discloses methods for their preparation.
The references however, do not disclose the use of synergistic blends of lactones and phosphites with other polymer stabilizers such as UV absorbers and light stabilizers, metal deactivators, peroxide scavengers, basic co-stabilizers, nucleating agents, fillers and reinforcing agents, aminoxy propanoate derivatives, plasticizers, lubricants, emulsifiers, pigments and dyes, optical brightners, flame-proofing agents, antistatic agents, blowing agents, cross-linking agents, antiblocking agents, slip agents, processing aids, and thiosynergists.
What is illustrated in this invention is that various blends of phosphites and 3-phenyl-3H-benzofuran-2-one lactones and/or blends of phosphites, hindered phenol antioxidants, and 3-phenyl-3H-benzofuran-2-one lactones are useful stabilizers for polymers such as polyolefins, polycarbonates, polyesters, etc.
SUMMARY OF THE INVENTION
In accordance with the present invention, there is provided a composition of lactones having a base structure of 3-phenyl-3H-benzofuran-2-one which coacts with various phosphites synergistically to retard the degredation of various polymers.
It is an object of this invention to provide synergistic compositions of lactones and phosphites.
It is another object of this invention to provide synergistic compositions of lactones and phosphites in combination with conventional antioxidants.
These and other objects of this invention will be evident when viewed in light of the drawings, detailed description, and appended claims.
DETAILED DESCRIPTION OF THE INVENTION
It has been discovered that blends of various lactones and phosphites provide better protection against polymer degradation during processing as evidenced by changes in melt flow and may provide better resistance to yellowing than do the current commercially available additive blends.
A non-limiting list of exemplary phosphites that may be used in this invention would include bis(2,4-dicumylphenyl)pentaerythritol diphosphite (DOVERPHOS S-9228), tris-(2,4-di-t-butylphenyl)phosphite (DOVERPHOS S-480), distearyl pentaerythritol diphosphite (DOVERPHOS S-680), trisnonylphenyl phosphite (DOVERPHOS 4), phenyl diisodecyl phosphite (DOVERPHOS 7), diphenyl isodecyl phosphite (DOVERPHOS 8), triphenyl phosphite (DOVERPHOS 10), trilauryl phosphite (DOVERPHOS 53), alkyl (C
12
-C
15
)bisphenol A phosphite (DOVERPHOS 613), alkyl (C
10
)bisphenol A phosphite (DOVERPHOS 675), bis-(2,4-di-t-butylphenyl)pentaerythritol diphosphite (ULTRANOX 626), 2-butyl-2-ethyl-1,3-propanediol 2,4,6-tri-t-butylphenol phosphite (ULTRANOX 641), bis-(2,6-di-t-butyl-4-methylphenyl)pentaerythritol diphosphite (PEP 36), tetrakis-(2,4-di-t-butylphenyl) 4,4′-diphenylenediphosphonite (P-EPQ), 2,2′-ethylidene bis-(4,6-di-t-butylphenyl)fluorophosphonite (ETHANOX 398), bis-(2,4-di-t-butyl-6-methylphenyl)ethyl phosphite (IRGAFOS 38) and 2,2′,2″-nitrilotriethanol tris[3,3′,5,5′-tetra-tert-butyl-1,1′-biphenyl-2,2′-diyl)-phosphite (IRGAFOS 12).
Preferred phosphites are bis(2,4-dicumylphenyl)pentaerythritol diphosphite (DOVERPHOS S-9228) and tris-nonylphenyl phosphite (TNPP).
A non-limiting exemplary list of hindered phenolic antioxidants that may be used in this invention would include 2,6-di-t-butyl-4-methylphenol (BHT), 2,6-di-t-butyl-4-ethylphenol, tetrakis methylene (3,5-di-t-butyl-4-hydroxhydrocinnamate)methane (DOVERNOX 10), octadecyl 3,5-di-t-butyl-4-hydroxyhydrocinnamate (DOVERNOX 76), tris(3,5-di-t-butyl-4-hydroxybenzyl)-1,3,5-triazine-2,4,6(1H, 3H, 5H)-trione (DOVERNOX 3114), and &agr;-tocopherol (Vitamin E).
Preferred hindered phenolic antioxidants are BHT, tetrakis methylene (3,5-di-t-butyl-4-hydroxhydrocinnamate)methane, octadecyl 3,5-di-t-butyl-4-hydroxyhydrocinnamate, tris(3,5-di-t-butyl-4-hydroxybenzyl)-1,3,5-triazine-2,4,6(1H, 3H, 5H)-trione, and Vitamin E.
The lactones which have been found effective in this invention have the base structural relationship shown in 3-phenyl-3H-benzofuran-2-one of general formula (I)
wherein:
R
1
and R
2
are independently selected from hydrogen, alkyl of 1-20 carbon atoms, aryl, aralkyl of 7-30 carbon atoms, and alkylaryl of 7-30 carbon atoms.
Specific examples of preferred lactones of structure 1 are: 5,7di-t-butyl-3-phenyl-3H-benzofuran-2-one; 5,7di-cumyl-3-phenyl-3H-benzofuran-2-one; nonyl-3-phenyl-3H-benzofuran-2-one; dinonyl-3-phenyl-3H-benzofuran-2-one; 5-t-butyl-3-phenyl-3H-benzofuran-2-one; 5-cumyl-3-phenyl-3H-benzofuran-2-one; and octyl-3-phenyl-3H-benzofuran-2-one.
These lactones may be prepared by methods known in the art such as by reaction of mandelic acid with the corresponding phenols: 2,4-di-t-butylphenol, 2,4-di-cumylphenol, nonylphenol, dinonylphenol, 4-t-butylphenol, 4-cumylphenol, and octylphenol.
For blends of phosphites and lactones, the lactone is added in a synergistic amount, and a weight ratio of phosphite: lactone may be any ratio between 100:1 to 0.01:1.0. A preferred range may be any ratio from 20:1 to 0.1:1. Additionally two or more phosphites and two or more lactones may be blended together in any ratio in order to make the lactoneiphosphite blend.
Preferred phosphite/lactone blends are blends of bis-(2,4-dicumylphenyl)pentaerythritol diphosphite or trisnonylphenyl phosphite with either 5,7-di-t-butyl-3-phenyl-3H-benzofuran-2-one or nonyl-3-phenyl-3H-benzofuran-2-one.
For blends of phosphites, hindered phenol antioxidants, and lactones, the lactone is added in a synergistic amount, and the weight ratio of phosphite:antioxidant:lactone may be any ratio between 100:100:1 to 0.01:0.01:1. A preferred range is from 20:20:1 to 0.1:0.1:1. Additionally, two of more two or more phosphites, and two or more hindered phenol antioxidants, and two or more lactones may be blended together in any ratio in order to make the phosphite/hindered phenol/lactone blend.
Preferred phosphite/hindered phenol antioxidant/lactone blends are blends of bis-(2,4-dicumylphenyl)pentaerythritol diphosphite with either tetrakis[methylene(3,5-di-t-butyl-4-hydroxyhydrocinnamate)]methane, octadecyl 3,5-di-t-butyl-4-hydroxyhydrocinnamate, tris(3,5-di-t-butyl-4-hydroxbenzyl)-1,3,5-triazine-2,4,6(1H, 3H, 5H)-trione, BHT, or Vitamin E with 5,7-di-t-butyl-3-phenyl-3H-benzofuran-2-one and blends of trisnonylphenyl phosphite (TNPP) with either tetrakis[methylene(3,5-di-t-butyl-4-hydroxyhydrocinnamate)]methane, octadecyl 3,5-di-t-butyl-4-hydroxyhydrocinnamate, tris(3,5-di-t-butyl-4-hydroxbenzyl)-1,3,5-triazine-2,4,6(1H, 3H, 5H)-trione, BHT, or Vitamin E with either nonyl-3-phenyl-3H-benzofuran-2-one or octyl-3-phenyl-3H-benzofuran-2-one
A non-limiting exemplary list of the polymers in which the blends may be used would include polyolefins, PET, PBT, polystyrene, polyacrylics, polycarbonates, PVC, EPDM, SAN, PPO, SBR, ABS, and nylons. They may be used in any amount from 10 ppm to 10,000 ppm, and the blends may be compounded into the polymers by methods known in the art.


REFERENCES:
patent: 4325863 (1982-04-01), Hinsken et al.
patent: 4338244 (1982-07-01), Hinsken et al.
patent: 5175312 (1992-12-01), Dubs et al.
patent: 5364895

Affiliated with

Also associated with

Rating

Lactone/phosphite blends does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Lactone/phosphite blends, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Lactone/phosphite blends will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-2453515