DE2817778A1 - Glasfaserverstaerkte polyamidzusammensetzungen - Google Patents
Glasfaserverstaerkte polyamidzusammensetzungenInfo
- Publication number
- DE2817778A1 DE2817778A1 DE19782817778 DE2817778A DE2817778A1 DE 2817778 A1 DE2817778 A1 DE 2817778A1 DE 19782817778 DE19782817778 DE 19782817778 DE 2817778 A DE2817778 A DE 2817778A DE 2817778 A1 DE2817778 A1 DE 2817778A1
- Authority
- DE
- Germany
- Prior art keywords
- lactam
- glass fiber
- diisocyanate
- carbon atoms
- glass
- 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.)
- Ceased
Links
- 229920002647 polyamide Polymers 0.000 title claims description 53
- 239000004952 Polyamide Substances 0.000 title claims description 51
- 239000000203 mixture Substances 0.000 title claims description 23
- 239000011152 fibreglass Substances 0.000 title claims description 15
- 239000003365 glass fiber Substances 0.000 claims description 91
- 150000003951 lactams Chemical class 0.000 claims description 52
- 125000004432 carbon atom Chemical group C* 0.000 claims description 45
- 239000003054 catalyst Substances 0.000 claims description 30
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical group O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 30
- 239000011230 binding agent Substances 0.000 claims description 28
- -1 alkali metal lactam Chemical class 0.000 claims description 25
- 229910052757 nitrogen Inorganic materials 0.000 claims description 22
- 239000011521 glass Substances 0.000 claims description 20
- 125000005442 diisocyanate group Chemical group 0.000 claims description 17
- 229910052783 alkali metal Inorganic materials 0.000 claims description 16
- 239000007788 liquid Substances 0.000 claims description 15
- DVPHDWQFZRBFND-DMHDVGBCSA-N 1-o-[2-[(3ar,5r,6s,6ar)-2,2-dimethyl-6-prop-2-enoyloxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-[4-[(2s,3r)-1-butan-2-ylsulfanyl-2-(2-chlorophenyl)-4-oxoazetidin-3-yl]oxy-4-oxobutanoyl]oxyethyl] 4-o-[(2s,3r)-1-butan-2-ylsulfanyl-2-(2-chloropheny Chemical group C1([C@H]2[C@H](C(N2SC(C)CC)=O)OC(=O)CCC(=O)OC(COC(=O)CCC(=O)O[C@@H]2[C@@H](N(C2=O)SC(C)CC)C=2C(=CC=CC=2)Cl)[C@@H]2[C@@H]([C@H]3OC(C)(C)O[C@H]3O2)OC(=O)C=C)=CC=CC=C1Cl DVPHDWQFZRBFND-DMHDVGBCSA-N 0.000 claims description 13
- 238000006116 polymerization reaction Methods 0.000 claims description 13
- 229910000077 silane Inorganic materials 0.000 claims description 11
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 10
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 10
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 10
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 9
- 125000003118 aryl group Chemical group 0.000 claims description 9
- 239000007795 chemical reaction product Substances 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- QISSLHPKTCLLDL-UHFFFAOYSA-N N-Acetylcaprolactam Chemical group CC(=O)N1CCCCCC1=O QISSLHPKTCLLDL-UHFFFAOYSA-N 0.000 claims description 7
- 150000001340 alkali metals Chemical class 0.000 claims description 7
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 6
- 229910052708 sodium Inorganic materials 0.000 claims description 6
- 239000011734 sodium Substances 0.000 claims description 6
- KLZYCEYOOVIITI-UHFFFAOYSA-N 1-nitrosopyrrolidin-2-one Chemical compound O=NN1CCCC1=O KLZYCEYOOVIITI-UHFFFAOYSA-N 0.000 claims description 5
- NRABTNPEUQBHMC-UHFFFAOYSA-N C1(CCC(N1)=O)=O.C1(CCC(N1)=O)=O.C=C Chemical compound C1(CCC(N1)=O)=O.C1(CCC(N1)=O)=O.C=C NRABTNPEUQBHMC-UHFFFAOYSA-N 0.000 claims description 5
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 5
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 5
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 5
- 230000015572 biosynthetic process Effects 0.000 claims description 5
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 5
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 5
- 229910052744 lithium Inorganic materials 0.000 claims description 5
- UGUJGQMBCAWTEP-UHFFFAOYSA-N n-methyl-n-nitrosobenzenesulfonamide Chemical compound O=NN(C)S(=O)(=O)C1=CC=CC=C1 UGUJGQMBCAWTEP-UHFFFAOYSA-N 0.000 claims description 5
- 239000001301 oxygen Substances 0.000 claims description 5
- 229910052760 oxygen Inorganic materials 0.000 claims description 5
- 229910052700 potassium Inorganic materials 0.000 claims description 5
- 239000011591 potassium Substances 0.000 claims description 5
- BDNKZNFMNDZQMI-UHFFFAOYSA-N 1,3-diisopropylcarbodiimide Chemical compound CC(C)N=C=NC(C)C BDNKZNFMNDZQMI-UHFFFAOYSA-N 0.000 claims description 4
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 claims description 4
- 125000002252 acyl group Chemical group 0.000 claims description 4
- 150000003931 anilides Chemical class 0.000 claims description 4
- 238000010539 anionic addition polymerization reaction Methods 0.000 claims description 4
- BGRWYRAHAFMIBJ-UHFFFAOYSA-N diisopropylcarbodiimide Natural products CC(C)NC(=O)NC(C)C BGRWYRAHAFMIBJ-UHFFFAOYSA-N 0.000 claims description 4
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 claims description 4
- FQTCUKQMGGJRCU-UHFFFAOYSA-N n,n-diacetylacetamide Chemical compound CC(=O)N(C(C)=O)C(C)=O FQTCUKQMGGJRCU-UHFFFAOYSA-N 0.000 claims description 4
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 claims description 3
- OXYZDRAJMHGSMW-UHFFFAOYSA-N 3-chloropropyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)CCCCl OXYZDRAJMHGSMW-UHFFFAOYSA-N 0.000 claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- NOZAQBYNLKNDRT-UHFFFAOYSA-N [diacetyloxy(ethenyl)silyl] acetate Chemical compound CC(=O)O[Si](OC(C)=O)(OC(C)=O)C=C NOZAQBYNLKNDRT-UHFFFAOYSA-N 0.000 claims description 3
- 239000011261 inert gas Substances 0.000 claims description 3
- 239000012744 reinforcing agent Substances 0.000 claims description 3
- 229910052717 sulfur Chemical group 0.000 claims description 3
- 239000011593 sulfur Chemical group 0.000 claims description 3
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 claims description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims 2
- BMXLNWWQIJELAW-UHFFFAOYSA-N n-ethyl-n-(4-methylphenyl)sulfonylacetamide Chemical compound CCN(C(C)=O)S(=O)(=O)C1=CC=C(C)C=C1 BMXLNWWQIJELAW-UHFFFAOYSA-N 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 1
- 229910000071 diazene Inorganic materials 0.000 claims 1
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 claims 1
- 239000000243 solution Substances 0.000 description 19
- 239000000835 fiber Substances 0.000 description 10
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000004744 fabric Substances 0.000 description 6
- MOMGDEWWZBKDDR-UHFFFAOYSA-M sodium;3,4,5,6-tetrahydro-2h-azepin-7-olate Chemical compound [Na+].O=C1CCCCC[N-]1 MOMGDEWWZBKDDR-UHFFFAOYSA-M 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000178 monomer Substances 0.000 description 5
- 230000000704 physical effect Effects 0.000 description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical compound [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 239000004677 Nylon Substances 0.000 description 2
- 239000012190 activator Substances 0.000 description 2
- 229910052786 argon Inorganic materials 0.000 description 2
- 238000005452 bending Methods 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 230000006835 compression Effects 0.000 description 2
- 238000007906 compression Methods 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- 229910052734 helium Inorganic materials 0.000 description 2
- 239000001307 helium Substances 0.000 description 2
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000012764 mineral filler Substances 0.000 description 2
- 229920001778 nylon Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000011550 stock solution Substances 0.000 description 2
- ODIGIKRIUKFKHP-UHFFFAOYSA-N (n-propan-2-yloxycarbonylanilino) acetate Chemical compound CC(C)OC(=O)N(OC(C)=O)C1=CC=CC=C1 ODIGIKRIUKFKHP-UHFFFAOYSA-N 0.000 description 1
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
- DFPJRUKWEPYFJT-UHFFFAOYSA-N 1,5-diisocyanatopentane Chemical compound O=C=NCCCCCN=C=O DFPJRUKWEPYFJT-UHFFFAOYSA-N 0.000 description 1
- PVMZXJZFHJJNSX-UHFFFAOYSA-N 1-benzoylpiperidin-2-one Chemical compound C=1C=CC=CC=1C(=O)N1CCCCC1=O PVMZXJZFHJJNSX-UHFFFAOYSA-N 0.000 description 1
- DJGIITKNTHQYPX-UHFFFAOYSA-N 1-benzylazepan-2-one Chemical compound O=C1CCCCCN1CC1=CC=CC=C1 DJGIITKNTHQYPX-UHFFFAOYSA-N 0.000 description 1
- ICLCCFKUSALICQ-UHFFFAOYSA-N 1-isocyanato-4-(4-isocyanato-3-methylphenyl)-2-methylbenzene Chemical compound C1=C(N=C=O)C(C)=CC(C=2C=C(C)C(N=C=O)=CC=2)=C1 ICLCCFKUSALICQ-UHFFFAOYSA-N 0.000 description 1
- VVCDDWDDPJXWBF-UHFFFAOYSA-N 1-propanethioylpyrrole-2,5-dione Chemical compound CCC(=S)N1C(=O)C=CC1=O VVCDDWDDPJXWBF-UHFFFAOYSA-N 0.000 description 1
- QZWKEPYTBWZJJA-UHFFFAOYSA-N 3,3'-Dimethoxybenzidine-4,4'-diisocyanate Chemical compound C1=C(N=C=O)C(OC)=CC(C=2C=C(OC)C(N=C=O)=CC=2)=C1 QZWKEPYTBWZJJA-UHFFFAOYSA-N 0.000 description 1
- NUTIWQFRVFJKMB-UHFFFAOYSA-N 3-[3-[benzyl(ethenyl)amino]propoxy-dimethoxysilyl]propan-1-amine hydrochloride Chemical compound Cl.C(C1=CC=CC=C1)N(C=C)CCCO[Si](OC)(OC)CCCN NUTIWQFRVFJKMB-UHFFFAOYSA-N 0.000 description 1
- TYPOKIZTFXSDNV-UHFFFAOYSA-N 3-oxobutanoic acid;prop-2-enoic acid Chemical compound OC(=O)C=C.CC(=O)CC(O)=O TYPOKIZTFXSDNV-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- QORUGOXNWQUALA-UHFFFAOYSA-N N=C=O.N=C=O.N=C=O.C1=CC=C(C(C2=CC=CC=C2)C2=CC=CC=C2)C=C1 Chemical compound N=C=O.N=C=O.N=C=O.C1=CC=C(C(C2=CC=CC=C2)C2=CC=CC=C2)C=C1 QORUGOXNWQUALA-UHFFFAOYSA-N 0.000 description 1
- 229920002292 Nylon 6 Polymers 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 150000005840 aryl radicals Chemical class 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000001718 carbodiimides Chemical class 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- ATMABMRDZYWJJU-UHFFFAOYSA-L chromium(2+);2-methylprop-2-enoate;chloride Chemical compound [Cl-].[Cr+2].CC(=C)C([O-])=O ATMABMRDZYWJJU-UHFFFAOYSA-L 0.000 description 1
- 239000003426 co-catalyst Substances 0.000 description 1
- 229940126214 compound 3 Drugs 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- 239000000289 melt material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- ZUNDRXKRBGPGHN-UHFFFAOYSA-N n-benzoyl-n-phenylbenzamide Chemical compound C=1C=CC=CC=1C(=O)N(C=1C=CC=CC=1)C(=O)C1=CC=CC=C1 ZUNDRXKRBGPGHN-UHFFFAOYSA-N 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 238000013021 overheating Methods 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000003441 thioacyl group Chemical group 0.000 description 1
- UKRDPEFKFJNXQM-UHFFFAOYSA-N vinylsilane Chemical compound [SiH3]C=C UKRDPEFKFJNXQM-UHFFFAOYSA-N 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 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
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
- C08G69/14—Lactams
- C08G69/16—Preparatory processes
- C08G69/18—Anionic polymerisation
- C08G69/20—Anionic polymerisation characterised by the catalysts used
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K7/00—Use of ingredients characterised by shape
- C08K7/02—Fibres or whiskers
- C08K7/04—Fibres or whiskers inorganic
- C08K7/14—Glass
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Reinforced Plastic Materials (AREA)
- Polyamides (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US79477977A | 1977-05-09 | 1977-05-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2817778A1 true DE2817778A1 (de) | 1978-11-23 |
Family
ID=25163654
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19782817778 Ceased DE2817778A1 (de) | 1977-05-09 | 1978-04-22 | Glasfaserverstaerkte polyamidzusammensetzungen |
Country Status (10)
| Country | Link |
|---|---|
| JP (1) | JPS53138459A (nl) |
| AR (1) | AR220336A1 (nl) |
| BR (1) | BR7802889A (nl) |
| CH (1) | CH646985A5 (nl) |
| DE (1) | DE2817778A1 (nl) |
| ES (1) | ES469611A1 (nl) |
| FR (1) | FR2390472A1 (nl) |
| IT (1) | IT1113073B (nl) |
| LU (1) | LU79588A1 (nl) |
| NL (1) | NL7804762A (nl) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0134992B1 (de) * | 1983-07-15 | 1988-09-28 | BASF Aktiengesellschaft | Verfahren zur Herstellung von flächigen Formteilen aus faserverstärktem Polyamid |
| US5980796A (en) * | 1994-08-01 | 1999-11-09 | G. Schwartz Gmbh & Co. Kg | Process for producing molded parts by polymerization of lactams in molds |
| WO2008067531A3 (en) * | 2006-11-30 | 2008-10-02 | Smith & Nephew Inc | Fiber reinforced composite material |
| US9000066B2 (en) | 2007-04-19 | 2015-04-07 | Smith & Nephew, Inc. | Multi-modal shape memory polymers |
| US9120919B2 (en) | 2003-12-23 | 2015-09-01 | Smith & Nephew, Inc. | Tunable segmented polyacetal |
| EP3130622A1 (de) * | 2015-08-11 | 2017-02-15 | LANXESS Deutschland GmbH | Polymerisierbare zusammensetzung |
| US9770534B2 (en) | 2007-04-19 | 2017-09-26 | Smith & Nephew, Inc. | Graft fixation |
| US9815240B2 (en) | 2007-04-18 | 2017-11-14 | Smith & Nephew, Inc. | Expansion moulding of shape memory polymers |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63212514A (ja) * | 1985-05-31 | 1988-09-05 | Sumitomo Rubber Ind Ltd | 構造材料およびその製造方法 |
| EP1975191A1 (en) * | 2007-03-29 | 2008-10-01 | L. Brüggemann KG | Fiber reinforced anionic polyamide composites for structural applications and the manufacturing thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3017392A (en) * | 1956-12-13 | 1962-01-16 | Monsanto Chemicals | Polymerization of higher lactams |
| US3028369A (en) * | 1956-07-23 | 1962-04-03 | Monsanto Chemicals | Isocyanate catalyzed polymerization of lactams |
| DE1520392A1 (de) * | 1963-05-31 | 1969-04-10 | Monsanto Co | Verstaerkte polymere Verbindungen und Verfahren zu deren Herstellung |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1411568A (fr) * | 1963-10-16 | 1965-09-17 | Du Pont | Nouvelles compositions de polyamides et procédé pour leur préparation |
| DE1900541C3 (de) * | 1969-01-07 | 1982-05-27 | Bayer Ag, 5090 Leverkusen | Verfahren zur kontinuierlichen Herstellung von homogenen faserverstärkten Polyamidformmassen |
-
1978
- 1978-04-22 DE DE19782817778 patent/DE2817778A1/de not_active Ceased
- 1978-04-26 IT IT22690/78A patent/IT1113073B/it active
- 1978-04-28 JP JP5023578A patent/JPS53138459A/ja active Pending
- 1978-05-03 LU LU79588A patent/LU79588A1/xx unknown
- 1978-05-03 NL NL7804762A patent/NL7804762A/nl not_active Application Discontinuation
- 1978-05-08 CH CH497778A patent/CH646985A5/de not_active IP Right Cessation
- 1978-05-08 FR FR7813567A patent/FR2390472A1/fr active Pending
- 1978-05-09 BR BR787802889A patent/BR7802889A/pt unknown
- 1978-05-09 ES ES469611A patent/ES469611A1/es not_active Expired
- 1978-05-09 AR AR272102A patent/AR220336A1/es active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3028369A (en) * | 1956-07-23 | 1962-04-03 | Monsanto Chemicals | Isocyanate catalyzed polymerization of lactams |
| US3017392A (en) * | 1956-12-13 | 1962-01-16 | Monsanto Chemicals | Polymerization of higher lactams |
| DE1520392A1 (de) * | 1963-05-31 | 1969-04-10 | Monsanto Co | Verstaerkte polymere Verbindungen und Verfahren zu deren Herstellung |
Non-Patent Citations (1)
| Title |
|---|
| Derwent CPI 1972, Referat 72206 S-A * |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0134992B1 (de) * | 1983-07-15 | 1988-09-28 | BASF Aktiengesellschaft | Verfahren zur Herstellung von flächigen Formteilen aus faserverstärktem Polyamid |
| US5980796A (en) * | 1994-08-01 | 1999-11-09 | G. Schwartz Gmbh & Co. Kg | Process for producing molded parts by polymerization of lactams in molds |
| US9120919B2 (en) | 2003-12-23 | 2015-09-01 | Smith & Nephew, Inc. | Tunable segmented polyacetal |
| WO2008067531A3 (en) * | 2006-11-30 | 2008-10-02 | Smith & Nephew Inc | Fiber reinforced composite material |
| CN101594831B (zh) * | 2006-11-30 | 2011-09-14 | 史密夫和内修有限公司 | 纤维增强的复合材料 |
| US8722783B2 (en) | 2006-11-30 | 2014-05-13 | Smith & Nephew, Inc. | Fiber reinforced composite material |
| US9815240B2 (en) | 2007-04-18 | 2017-11-14 | Smith & Nephew, Inc. | Expansion moulding of shape memory polymers |
| US9000066B2 (en) | 2007-04-19 | 2015-04-07 | Smith & Nephew, Inc. | Multi-modal shape memory polymers |
| US9308293B2 (en) | 2007-04-19 | 2016-04-12 | Smith & Nephew, Inc. | Multi-modal shape memory polymers |
| US9770534B2 (en) | 2007-04-19 | 2017-09-26 | Smith & Nephew, Inc. | Graft fixation |
| EP3130622A1 (de) * | 2015-08-11 | 2017-02-15 | LANXESS Deutschland GmbH | Polymerisierbare zusammensetzung |
Also Published As
| Publication number | Publication date |
|---|---|
| AR220336A1 (es) | 1980-10-31 |
| CH646985A5 (en) | 1984-12-28 |
| JPS53138459A (en) | 1978-12-02 |
| IT1113073B (it) | 1986-01-20 |
| FR2390472A1 (fr) | 1978-12-08 |
| NL7804762A (nl) | 1978-11-13 |
| IT7822690A0 (it) | 1978-04-26 |
| ES469611A1 (es) | 1979-10-16 |
| BR7802889A (pt) | 1979-01-16 |
| LU79588A1 (fr) | 1979-02-02 |
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| Date | Code | Title | Description |
|---|---|---|---|
| OAM | Search report available | ||
| OC | Search report available | ||
| 8110 | Request for examination paragraph 44 | ||
| 8131 | Rejection |