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Beta crystalline polypropylenes

A technology of polypropylene resin and crystal content, applied in 1 field, can solve problems such as not distinguishing

Inactive Publication Date: 2007-09-19
CIBA SPECIALTY CHEM HLDG INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

EP-A-940,431 and JP-A-Hei 06 / 192,496 disclose the use of several trimellitic acid derivatives as general nucleating agents, however, no distinction is made between these several crystal forms

Method used

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  • Beta crystalline polypropylenes
  • Beta crystalline polypropylenes
  • Beta crystalline polypropylenes

Examples

Experimental program
Comparison scheme
Effect test

Embodiment A

[0363] The preparation of embodiment A following formula compound

[0364] Compound A-10

[0365] Add 4.20 g (33 mmol) 2,3-dimethylcyclohexylamine (isomer mixture) and 0.1 g dry LiCl to 70 ml dry N-methylpyrrolidone (NMP) and 15 ml dry pyridine under inert atmosphere, cool to 5°C. Then 2.39 g (9 mmol) of 1,3,5-benzenetricarboxylic acid trichloride were added. The reaction mixture was heated to 75°C and stirred. After 2 hours, the reaction mixture was added to 300 ml of ice water. The precipitate was filtered off. Customary work-up (recrystallization from N,N-dimethylformamide) gives 1,3,5-benzenetricarboxylic acid tris(2,3-dimethylcyclohexylamine).

[0366] Yield: 3.28 g (6.10 mmol) = 67.8% of theory.

[0367] Melting point: 418°C (under simultaneous evaporation).

[0368] 1 H-NMR (CF 3 COOD / CDCl 3 1:1): δ=0.50-2.35(m, 42H); 3.58-4.55(m, 3H); 8.50-8.88(m, 3H).

[0369] 13 C-NMR (CF 3 COOD / CDCl 3 1:1): δ=5.0-58.0 (aliphatic carbon atom) 130.8; 134.3; 168.5,

...

Embodiment B

[0372] The preparation of embodiment B following formula compound

[0373] Compound A-9

[0374] 4.20 g (33 mmol) cyclooctylamine and 0.1 g dry LiCl were added to 70 ml NMP and 15 ml dry pyridine under an inert atmosphere, cooled to 5°C. Then, 2.39 g (9 mmol) of 1,3,5-benzenetricarboxylic acid trichloride were added. The reaction mixture was heated to 75°C and stirred. After 2 hours, the reaction mixture was added to 300 ml of ice water. Customary work-up (recrystallization from N,N-dimethylformamide) gives 1,3,5-benzenetricarboxylic acid tris(cyclooctylamine).

[0375] Yield: 4.02 g (7.48 mmol) = 83.1% of theory.

[0376] Melting point: 402°C (under simultaneous evaporation).

[0377] 1 H-NMR (CF 3 COOD / CDCl 3 1:1): δ=1.46-2.07(m, 42H); 4.15-4.36(m, 3H); 8.66(s, 3H).

[0378] 13 C-NMR (CF 3 COOD / CDCl 3 1:1): δ=23.7; 25.5; 27.0; 31.9; 53.2; 130.9; 134.3; 167.9,

[0379] IR (KBr, cm -1 ): 3222; 3059; 2922; 1634; 1556; 1285.

[0380] MS (70eV), m / z: 537 (M + ...

Embodiment C

[0381] Embodiment C The preparation of following formula compound

[0382] Compound A-6

[0383] 4.26g (33mmol) of 1,1,3,3-tetramethylbutylamine (tert-octylamine) and 0.1g of dry LiCl were added to 70ml of dry NMP and 15ml of dry pyridine under an inert atmosphere and cooled to 5°C. Then, 2.39 g (9 mmol) of 1,3,5-benzenetricarboxylic acid trichloride were added. Then, the reaction mixture was heated to 75°C and stirred. After 2 hours, the reaction mixture was added to 300 ml of ice water. The precipitate was filtered off. Customary work-up (recrystallization from methanol) gives 1,3,5-benzenetricarboxylic acid tris(1,1,3,3-tetramethylbutylamine).

[0384] Yield: 3.40 g (6.25 mmol) = 69.5% of theory.

[0385] Melting point: 315°C (under simultaneous evaporation).

[0386] 1 H-NMR (CF 3 COOD / CDCl 3 1:1): δ=1.03(s, 27H); 1.58(s, 18H); 1.95(s, 6H); 8.49(s, 3H).

[0387] 13 C-NMR (CF 3 COOD / CDCl 3 1:1): δ=28.8; 31.0; 31.8; 51.1; 58.8; 130.3; 135.4; 168.6.

[0388]...

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Abstract

A composition containing (1) a crystalline polypropylene resin and (2) one or more ss-nucleating agents of the formula (I), wherein R1, R2 and R3, independently of one another, are C1-C20alkyl, C2-Calkyl substituted by C1-C,1oalkylamino, di(C1-C1oalkyl)amino, C1-Cloalkyloxy or hydroxy; C3-C2oalkenyl, C5-C12cycloalkyl, C5-C12Cycloalkyl substituted by 1, 2 or 3 C1-C10alkyl; cyclohexylmethyl; cyclohexylmethyl substituted by 1, 2 or 3 C1-C1oalkyl; C5-C9cycloalkenyl, C5-C9cycloalkenyl substituted by 1, 2 or 3 C1-C10alkyl; phenyl substituted by 1, 2 or 3 radicals selected from the group consisting of C1-C10-oalkyl, C1-C10alkyloxy, hydroxy, halogen, trihalogenmethyl, trihalogenmethoxy, benzoyl, phenylamino, acylamino and phenylazo; C7-C9phenylalkyl, C7-C9phenylalkyl which is substituted on the phenyl by 1, 2 or 3 radicals selected from the group consisting of C1-Cloalkyl, C1-C10alkoxy and hydroxy; naphthyl, naphthyl substituted by C1C1oalkyl, adamantyl, or a 5 to 6 membered heterocyclic group; characterized in that the polypropylene resin has a content of ss-form crystals of at least 10 % calculated by means of the following equation ss-form crystal content (%) = 100 x Pss1, / (Pa1 + Pa2 + Pa3 + Pss1) where Pa1 to Pa3 are respective peak heights (maxima) of the a-form and Pss1 is a peak height (maximum) of the ss-form determined by wide angle X-ray scattering.A composition containing (1) a crystalline polypropylene resin and (2) one or more beta-nucleating agents of the formula (I), wherein R1, R2 and R3, independently of one another, are C1-C20alkyl, C2-Calkyl substituted by C1-C10alkylamino, di(C1-C10alkyl)amino, C1-C10alkyloxy or hydroxy.

Description

technical field [0001] The present invention relates to a composition comprising a crystalline polypropylene resin and one or more derivatives of trimellitic acid capable of acting as nucleating agents for the formation of - Use of a nucleating agent, and relates to articles made from polypropylene resins containing the β-form crystals. Background technique [0002] It is known that crystalline polypropylene can exist in the alpha, beta, gamma and delta crystal forms as well as the smectic crystal form formed when molten polypropylene is quenched. This β-crystalline form (hereinafter referred to as "β-form") differs from the more common α-form such as is found in customary natural pellets in that it is of lower melting point and density, not that of crystallization and fracture. difference and thus be beneficial from an application point of view. [0003] Under normal processing conditions, the β-form of polypropylene is less stable than the corresponding α-form. When pol...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08K5/20C08L23/10C08J5/18C07C233/65D01F6/46
CPCC08K5/20C08L23/10C08L23/12C08K5/18C08J5/18D01F6/46
Inventor D·梅德K·霍夫曼恩H·-W·施米德特
Owner CIBA SPECIALTY CHEM HLDG INC