GB992795A - Stabilized linear polyamides containing phenol/formaldehyde resins as stabilizer - Google Patents
Stabilized linear polyamides containing phenol/formaldehyde resins as stabilizerInfo
- Publication number
- GB992795A GB992795A GB3905762A GB3905762A GB992795A GB 992795 A GB992795 A GB 992795A GB 3905762 A GB3905762 A GB 3905762A GB 3905762 A GB3905762 A GB 3905762A GB 992795 A GB992795 A GB 992795A
- Authority
- GB
- United Kingdom
- Prior art keywords
- carbon atoms
- formaldehyde
- octylphenol
- cyclo
- mixed
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 title abstract 9
- 239000004952 Polyamide Substances 0.000 title abstract 5
- 229920002647 polyamide Polymers 0.000 title abstract 5
- 239000003381 stabilizer Substances 0.000 title abstract 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 title 1
- 229920005989 resin Polymers 0.000 title 1
- 239000011347 resin Substances 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 6
- KJWMCPYEODZESQ-UHFFFAOYSA-N 4-Dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=C(O)C=C1 KJWMCPYEODZESQ-UHFFFAOYSA-N 0.000 abstract 2
- YQUQWHNMBPIWGK-UHFFFAOYSA-N 4-isopropylphenol Chemical compound CC(C)C1=CC=C(O)C=C1 YQUQWHNMBPIWGK-UHFFFAOYSA-N 0.000 abstract 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 abstract 2
- -1 #z-caprolactam Chemical compound 0.000 abstract 1
- WZHMADCMYLSOMO-UHFFFAOYSA-N 2-cyclooctylphenol Chemical compound OC1=CC=CC=C1C1CCCCCCC1 WZHMADCMYLSOMO-UHFFFAOYSA-N 0.000 abstract 1
- CRBJBYGJVIBWIY-UHFFFAOYSA-N 2-isopropylphenol Chemical compound CC(C)C1=CC=CC=C1O CRBJBYGJVIBWIY-UHFFFAOYSA-N 0.000 abstract 1
- DUIOKRXOKLLURE-UHFFFAOYSA-N 2-octylphenol Chemical compound CCCCCCCCC1=CC=CC=C1O DUIOKRXOKLLURE-UHFFFAOYSA-N 0.000 abstract 1
- DZIFYSBFHMEXBI-UHFFFAOYSA-N 4-(5-methylhexyl)phenol Chemical compound CC(C)CCCCC1=CC=C(O)C=C1 DZIFYSBFHMEXBI-UHFFFAOYSA-N 0.000 abstract 1
- OAHMVZYHIJQTQC-UHFFFAOYSA-N 4-cyclohexylphenol Chemical compound C1=CC(O)=CC=C1C1CCCCC1 OAHMVZYHIJQTQC-UHFFFAOYSA-N 0.000 abstract 1
- HDDKCXUVWGBDKW-UHFFFAOYSA-N 4-cyclohexylphenol;formaldehyde Chemical compound O=C.C1=CC(O)=CC=C1C1CCCCC1 HDDKCXUVWGBDKW-UHFFFAOYSA-N 0.000 abstract 1
- XRLTYAWTXOPOSG-UHFFFAOYSA-N 4-cyclooctylphenol Chemical compound C1=CC(O)=CC=C1C1CCCCCCC1 XRLTYAWTXOPOSG-UHFFFAOYSA-N 0.000 abstract 1
- KNDDEFBFJLKPFE-UHFFFAOYSA-N 4-n-Heptylphenol Chemical compound CCCCCCCC1=CC=C(O)C=C1 KNDDEFBFJLKPFE-UHFFFAOYSA-N 0.000 abstract 1
- NTDQQZYCCIDJRK-UHFFFAOYSA-N 4-octylphenol Chemical compound CCCCCCCCC1=CC=C(O)C=C1 NTDQQZYCCIDJRK-UHFFFAOYSA-N 0.000 abstract 1
- SNKLPZOJLXDZCW-UHFFFAOYSA-N 4-tert-butyl-2-methylphenol Chemical compound CC1=CC(C(C)(C)C)=CC=C1O SNKLPZOJLXDZCW-UHFFFAOYSA-N 0.000 abstract 1
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 abstract 1
- 229920002302 Nylon 6,6 Polymers 0.000 abstract 1
- 235000011037 adipic acid Nutrition 0.000 abstract 1
- 239000001361 adipic acid Substances 0.000 abstract 1
- QFNNDGVVMCZKEY-UHFFFAOYSA-N azacyclododecan-2-one Chemical compound O=C1CCCCCCCCCCN1 QFNNDGVVMCZKEY-UHFFFAOYSA-N 0.000 abstract 1
- YDLSUFFXJYEVHW-UHFFFAOYSA-N azonan-2-one Chemical compound O=C1CCCCCCCN1 YDLSUFFXJYEVHW-UHFFFAOYSA-N 0.000 abstract 1
- 239000007859 condensation product Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000000178 monomer Substances 0.000 abstract 1
- QBDSZLJBMIMQRS-UHFFFAOYSA-N p-Cumylphenol Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=CC=C1 QBDSZLJBMIMQRS-UHFFFAOYSA-N 0.000 abstract 1
- XUWHAWMETYGRKB-UHFFFAOYSA-N piperidin-2-one Chemical compound O=C1CCCCN1 XUWHAWMETYGRKB-UHFFFAOYSA-N 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- OLBCVFGFOZPWHH-UHFFFAOYSA-N propofol Chemical compound CC(C)C1=CC=CC(C(C)C)=C1O OLBCVFGFOZPWHH-UHFFFAOYSA-N 0.000 abstract 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 abstract 1
- 125000006839 xylylene group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/28—Chemically modified polycondensates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/04—Condensation polymers of aldehydes or ketones with phenols only of aldehydes
- C08G8/08—Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/02—Polyamides derived from omega-amino carboxylic acids or from lactams thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/06—Polyamides derived from polyamines and polycarboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Tires In General (AREA)
- Yarns And Mechanical Finishing Of Yarns Or Ropes (AREA)
Abstract
Tyre cords are made of linear polyamides containing as stabilizer, between 0.01 and 5% by weight of a condensation product of formaldehyde and one or more monophenols having the general formula <FORM:0992795/C3/1> in which R1 is an alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 6 to 8 carbon atoms, an aralkyl group having 7 to 10 carbon atoms or an aryl group and R2 is hydrogen, an alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 6 to 8 carbon atoms, an aralkyl group having 7 to 10 carbon atoms or an aryl group. Specified monophenols are p-tertiary butyl phenol, p-isopropylphenol, diisopropylphenol, p - cyclo-octylphenol, p - cyclo-hexylphenol, p-phenylphenol, p-heptylphenol, p-octylphenol, p-dodecylphenol, o-methyl-p-tertiary-butyl phenol and 2-(p-hydroxyphenyl)-2-phenyl propane. Specified linear polyamides are those derived from adipic acid and xylylene or hexamethylene diamine, pyrrolidone, piperidone, #z-caprolactam, caprylolactam, dodecylolactam and undecylolactam. The stabilizers may be added to the polyamide-forming monomers or mixed with the polyamides. In the examples: (1) #z-caprolactam is polymerized in the presence of polymers made from formaldehyde and (a) p-t.-butylphenol, (b) p-dodecylphenol, (c) p-isoheptylphenol, (d) p-hydroxydiphenyl, (e) isopropylphenol, (f) cyclo-octylphenol, and (g) n-octylphenol; (2) poly-#z-caprolactam is mixed with a formaldehyde-p-cyclo-hexylphenol condensate; (3) polyhexamethylene adipamide is mixed with a formaldehyde-p-hydroxydiphenyl condensate and (4) polycaprylolactam is mixed with a formaldehyde-p-hydroxydiphenyl condensate, the resultant stabilized polyamides being spun into filaments from which tyre cords are made.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB64448A DE1148739B (en) | 1961-10-20 | 1961-10-20 | Use of polycondensation products made from formaldehyde and alkyl, cycloalkyl, aryl and / or aralkyl phenols as stabilizers for polyamides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB992795A true GB992795A (en) | 1965-05-19 |
Family
ID=6974391
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3905762A Expired GB992795A (en) | 1961-10-20 | 1962-10-16 | Stabilized linear polyamides containing phenol/formaldehyde resins as stabilizer |
Country Status (3)
| Country | Link |
|---|---|
| CH (1) | CH417083A (en) |
| DE (1) | DE1148739B (en) |
| GB (1) | GB992795A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5242960A (en) * | 1991-01-25 | 1993-09-07 | Bayer Aktiengesellschaft | Flameproofed non-drip polyamide molding compounds |
| US5487856A (en) * | 1993-08-16 | 1996-01-30 | Basf Corporation | Process for the manufacture of a post-heat set dyed fabric of polyamide fibers having improved dye washfastness and heat stability |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2810549A1 (en) * | 1978-03-10 | 1979-09-13 | Bayer Ag | FLAME RESISTANT POLYAMIDE MOLDING COMPOUNDS |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1001819B (en) * | 1954-11-02 | 1957-01-31 | Bayer Ag | Stabilizer for polyamides |
-
1961
- 1961-10-20 DE DEB64448A patent/DE1148739B/en active Pending
-
1962
- 1962-10-10 CH CH1191162A patent/CH417083A/en unknown
- 1962-10-16 GB GB3905762A patent/GB992795A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5242960A (en) * | 1991-01-25 | 1993-09-07 | Bayer Aktiengesellschaft | Flameproofed non-drip polyamide molding compounds |
| US5487856A (en) * | 1993-08-16 | 1996-01-30 | Basf Corporation | Process for the manufacture of a post-heat set dyed fabric of polyamide fibers having improved dye washfastness and heat stability |
Also Published As
| Publication number | Publication date |
|---|---|
| CH417083A (en) | 1966-07-15 |
| DE1148739B (en) | 1963-05-16 |
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