SU573127A3 - Polyolefine-base composition - Google Patents

Polyolefine-base composition

Info

Publication number
SU573127A3
SU573127A3 SU7201839319A SU1839319A SU573127A3 SU 573127 A3 SU573127 A3 SU 573127A3 SU 7201839319 A SU7201839319 A SU 7201839319A SU 1839319 A SU1839319 A SU 1839319A SU 573127 A3 SU573127 A3 SU 573127A3
Authority
SU
USSR - Soviet Union
Prior art keywords
polyolefine
base composition
snz
compounds
compound
Prior art date
Application number
SU7201839319A
Other languages
Russian (ru)
Inventor
Хофер Курт
Войкович Антон
Original Assignee
Сандос Аг (Фирма)
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Сандос Аг (Фирма) filed Critical Сандос Аг (Фирма)
Application granted granted Critical
Publication of SU573127A3 publication Critical patent/SU573127A3/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/10—Spiro-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
    • C07C45/562—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with nitrogen as the only hetero atom
    • C07C45/565—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with nitrogen as the only hetero atom by reaction with hexamethylene-tetramine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
    • C07C47/56—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing hydroxy groups
    • C07C47/565—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing hydroxy groups all hydroxy groups bound to the ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
    • C07D317/20—Free hydroxyl or mercaptan
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
    • C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D339/00—Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
    • C07D339/02—Five-membered rings
    • C07D339/06—Five-membered rings having the hetero atoms in positions 1 and 3, e.g. cyclic dithiocarbonates
    • 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
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/15—Heterocyclic compounds having oxygen in the ring
    • C08K5/156—Heterocyclic compounds having oxygen in the ring having two oxygen atoms in the ring
    • 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
    • C08K5/00—Use of organic ingredients
    • C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/45—Heterocyclic compounds having sulfur in the ring
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
    • C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
    • C09K15/06—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing oxygen
    • C09K15/08—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing oxygen containing a phenol or quinone moiety
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
    • C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
    • C09K15/12—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing sulfur and oxygen
    • C09K15/14—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing sulfur and oxygen containing a phenol or quinone moiety

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Materials Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • Polymers & Plastics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Description

вести в окончательную форму за счет полимеризации .lead to final form due to polymerization.

Предлагаемыми соединени ми можно стабилизировать не только прозрачные пленки, пластмассы и тому подобные материалы, но и непрозрачные или просвечивающие материалы, поверхность которых повреждаетс  при воздействии ультрафиолетового луча, воздуха и нагрева.The proposed compounds can stabilize not only transparent films, plastics and the like, but also opaque or translucent materials, the surface of which is damaged when exposed to ultraviolet light, air and heat.

Предлагаемые соединени  примен ютс  в количестве , например от 0,01 до 5 вес.%, предпочтительно от 0,05 до 1 %, в пересчете на количество подлежащих стабилизации материалов. Предлагаемые соединени  можно примен ть отдельно или же вместе с другими вспомогательными соединени ми .The proposed compounds are used in an amount of, for example, from 0.01 to 5% by weight, preferably from 0.05 to 1%, based on the amount of materials to be stabilized. The proposed compounds can be used alone or with other auxiliary compounds.

Предлагаемые соединени  можно получать конденсацией альдегида формулы IIThe proposed compounds can be obtained by condensation of an aldehyde of formula II

ОН R. HE R.

где RI и Rj имеют вышеуказанные значени , или его функционального производного с соединением формулы IIIwhere RI and Rj are as defined above, or a functional derivative thereof with a compound of formula III

П р И м е р 2. Работают аналогично примеру 1 с той разницей, что взамен соединени  (I) примен ют следующие стабилизаторыEXAMPLE 2: The operation is carried out analogously to Example 1 with the difference that the following stabilizers are used instead of compound (I)

сиг whitefish

Нз н,С-сс-снзNz n, C-ss-snz

/0-СН2 хСН2-Оч/ 0-CH2 xCH2-Och

н /СРСНn / ccrn

0-СН2 СН2-00-CH2 CH2-0

где R -третичный бутил (II), метил (III), СН,where R is tertiary butyl (II), methyl (III), CH,

1515

НдС-С-СНзNDS-C-SNZ

НзС- С-СНз СНзNCS-C-SNZ SNZ

СНз (У)SNZ (U)

К- ),K-)

HXiHXi

-к-to

HXfHXf

лl

где Xi, Хг, К и п имеют вышеуказанные значени ,where Xi, Xg, K and p are as defined above,

или с его функциональным производным.or with its functional derivative.

Предлагаема  композици  по сн етс  следующими примерами.The proposed composition is explained by the following examples.

Пример. Порошкообразный полипропилен смешивают с 0,4% соединени  формулы IExample. Powdered polypropylene is mixed with 0.4% of a compound of formula I

ЙН,YN,

Н С-С-СНзN C-CHS

/0-СН, ОН, 0-CHf СН/ 0-CH, OH, 0-CHf CH

НзС-С-СНзNZS-S-SNZ

сн.sn.

После смешени  в течение 5 мин на вальцах при 180° С прессуют в пластины толщиной 1 мм дл  определени  окислительного распада. Из этих пластин штампуют маленькие пластинки диаметрогц 18 мм и после вытеснени  воздуха хран т их в замкнутой системе под кислородом. Потом нагревают до 190° С, причем создаетс  избыточное давление 20 мм рт. ст. Окисление пластмассы вызьшает падение давлени . Скорость падени  давлени   вл етс  незначительной, если действие стабилизатфа осоСенно эффективно. Врем  измер ют до тех пор, пока избыточное давление не падает до 0.After mixing for 5 minutes on rollers at 180 ° C, they are pressed into plates with a thickness of 1 mm to determine the oxidative decomposition. Small plates with a diameter of 18 mm are stamped from these plates and, after the air is displaced, they are stored in a closed system under oxygen. It is then heated to 190 ° C, and an overpressure of 20 mm Hg is created. Art. The oxidation of plastics causes a drop in pressure. The rate of pressure drop is negligible if the effect of stabilizer is particularly effective. The time is measured until the overpressure drops to 0.

Результаты примеров 1 и 2 представлены в табл. 1.The results of examples 1 and 2 are presented in table. one.

Аналогичные результаты получают и при применении остальных соединений, подпадающих под общую формулу 1.Similar results are obtained when using other compounds falling under the general formula 1.

П р и м е р 3. Порошкообразный полипропилен равномерно смешивают с 0,4% вышеуказанного соединени  I. После обработки в течение 5 мин на вальцах при 180° С прессуют в пластины толщиной 5 мм. Дл  определени  стойкости против старени  в печи с циркул цией воздуха при 140 С провод т ускоренный тест старени .PRI me R 3. Powdered polypropylene is uniformly mixed with 0.4% of the above-mentioned compound I. After treatment for 5 minutes on rollers at 180 ° C, they are pressed into plates with a thickness of 5 mm. To determine aging resistance in an air circulating oven at 140 ° C, an accelerated aging test is carried out.

П р и. м е р 4. Работают аналогично примеру 3 с той разницей, что взамен соединени  (I) примен ют вышеупом нутые стабилизаторы II-V.P p i. measure 4. Operate as in Example 3 with the difference that the above-mentioned stabilizers II-V are used instead of compound (I).

Результаты примеров 3 и 4 представлены в следующей табл. 2.The results of examples 3 and 4 are presented in the following table. 2

Аналогичные результаты получают и при применении остальных соединений, подпадающих под общую формулу I.Similar results are obtained when using other compounds falling under the general formula I.

Сравнительные опыты с описанными в патенте США 3 347 871 ближайщими аналогами предлагаемых соединений дали следующие результаты (см. табл. 3)с .Comparative experiments with those described in U.S. Patent 3,347,871 by the closest analogues of the proposed compounds gave the following results (see Table 3).

Аналопчные результаты получают и при приме55 нении остальньк соединений, подпадающих под формулу (см. табл. 4), .Analogous results are obtained with the use of the remaining compounds falling under the formula (see Table 4),.

Таким образом, предлагаема  композици  имеет большую стойкость к воздействию высоких Thus, the proposed composition has a high resistance to high

0 температур и окислению, чем известна .0 temperature and oxidation than is known.

Таблица 1Table 1

Оценка стойкости к окислению стабилизованного полипропиленаEvaluation of oxidation resistance of stabilized polypropylene

СтабилизаторStabilizer

Падение избыточного давлени  до О в мин.The drop in overpressure to O in min.

7272

7373

5656

120120

240240

Таблица 2table 2

Изменеьше свойств стабилизованного полипропиленаChanges in stabilized polypropylene properties

Таблица 3Table 3

Таблица 4Table 4

SU7201839319A 1971-10-26 1972-10-23 Polyolefine-base composition SU573127A3 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH1564171A CH563401A5 (en) 1971-10-26 1971-10-26

Publications (1)

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SU573127A3 true SU573127A3 (en) 1977-09-15

Family

ID=4410753

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JP (1) JPS4861476A (en)
AT (1) AT332394B (en)
BE (1) BE790493A (en)
BR (1) BR7207471D0 (en)
CA (1) CA1009240A (en)
CH (1) CH563401A5 (en)
DE (1) DE2251962A1 (en)
ES (1) ES407924A1 (en)
FR (1) FR2157939B1 (en)
GB (1) GB1403762A (en)
IT (1) IT969495B (en)
NL (1) NL7214207A (en)
SE (1) SE395147B (en)
SU (1) SU573127A3 (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE7500057L (en) * 1974-01-21 1975-07-22 Ciba Geigy Ag
CA1214174A (en) * 1981-05-11 1986-11-18 Ingenuin Hechenbleikner Acetal esters
JP4023246B2 (en) 2002-07-19 2007-12-19 マックス株式会社 Stapler driver structure
WO2017057612A1 (en) * 2015-09-30 2017-04-06 日油株式会社 Lipid derivative in which hydrophilic polymers are bound via cyclic benzylidene acetal linkers
JP7379842B2 (en) * 2019-03-26 2023-11-15 Dic株式会社 Stabilizer and method for producing liquid crystal composition

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3347871A (en) * 1964-04-16 1967-10-17 Union Carbide Corp Novel bisphenols of spirobi (metadioxan) and their preparation
CH504159A (en) * 1964-10-08 1971-03-15 Ciba Geigy Ag Pesticidal aryl carbamates

Also Published As

Publication number Publication date
ATA909972A (en) 1976-01-15
CA1009240A (en) 1977-04-26
GB1403762A (en) 1975-08-28
JPS4861476A (en) 1973-08-28
DE2251962A1 (en) 1973-05-10
BR7207471D0 (en) 1973-08-23
ES407924A1 (en) 1976-02-01
SE395147B (en) 1977-08-01
FR2157939B1 (en) 1977-12-30
IT969495B (en) 1974-03-30
FR2157939A1 (en) 1973-06-08
AT332394B (en) 1976-09-27
NL7214207A (en) 1973-05-01
BE790493A (en) 1973-04-24
CH563401A5 (en) 1975-06-30

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